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Thus, the resulting solution of\n                    <jats:bold>1<\/jats:bold>\n                    is free of elemental sodium and therefore suited for a range of synthetic applications. This new procedure avoids the storage of an alkylsodium and limits the handling of metallic sodium to a minimum. (2\u2010Ethylhexyl)sodium (\n                    <jats:bold>1<\/jats:bold>\n                    ) proved to be a very useful reagent and undergoes in\u2010line Br\/Na\u2010exchanges as well as directed sodiations. The resulting arylsodium intermediates are subsequently trapped in batch with various electrophiles such as ketones, aldehydes, Weinreb\u2010amides, imines, allyl bromides, disulfides and alkyl iodides. A reaction scale\u2010up of the Br\/Na\u2010exchange using an in\u2010line electrophile quench was also reported.\n                  <\/jats:p>","DOI":"10.1002\/anie.202103031","type":"journal-article","created":{"date-parts":[[2021,4,7]],"date-time":"2021-04-07T07:23:42Z","timestamp":1617780222000},"page":"14296-14301","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":62,"title":["(2\u2010Ethylhexyl)sodium: A Hexane\u2010Soluble Reagent for Br\/Na\u2010Exchanges and Directed Metalations in Continuous Flow"],"prefix":"10.1002","volume":"60","author":[{"given":"Johannes H.","family":"Harenberg","sequence":"first","affiliation":[{"name":"Department Chemie Ludwig-Maximilians-Universit\u00e4t M\u00fcnchen  Butenandtstrasse 5\u201313, Haus F 81377 M\u00fcnchen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Niels","family":"Weidmann","sequence":"additional","affiliation":[{"name":"Department Chemie Ludwig-Maximilians-Universit\u00e4t M\u00fcnchen  Butenandtstrasse 5\u201313, Haus F 81377 M\u00fcnchen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexander J.","family":"Wiegand","sequence":"additional","affiliation":[{"name":"Department Chemie Ludwig-Maximilians-Universit\u00e4t M\u00fcnchen  Butenandtstrasse 5\u201313, Haus F 81377 M\u00fcnchen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Carla A.","family":"Hoefer","sequence":"additional","affiliation":[{"name":"Department Chemie Ludwig-Maximilians-Universit\u00e4t M\u00fcnchen  Butenandtstrasse 5\u201313, Haus F 81377 M\u00fcnchen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5855-4688","authenticated-orcid":false,"given":"Rajasekar Reddy","family":"Annapureddy","sequence":"additional","affiliation":[{"name":"Department Chemie Ludwig-Maximilians-Universit\u00e4t M\u00fcnchen  Butenandtstrasse 5\u201313, Haus F 81377 M\u00fcnchen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7913-4332","authenticated-orcid":false,"given":"Paul","family":"Knochel","sequence":"additional","affiliation":[{"name":"Department Chemie Ludwig-Maximilians-Universit\u00e4t M\u00fcnchen  Butenandtstrasse 5\u201313, Haus F 81377 M\u00fcnchen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,5,3]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.2478\/s11532-014-0528-0"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja01487a057"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1039\/c39920000204"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)70224-3"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2004.10.123"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20020118)41:2<340::AID-ANIE340>3.0.CO;2-D"},{"key":"e_1_2_2_7_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3757(20020118)114:2<350::AID-ANGE350>3.0.CO;2-Y"},{"key":"e_1_2_2_8_2","author":"Gentner T. 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