Hydrochloric Acid → 2-(1-Hexenyl)phenol

HRID 1739479

反応式

HRID 1739479 の反応式
[Br-].[CH2:2]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:3][CH2:4][CH2:5][CH3:6].[Li]N([Si](C)(C)C)[Si](C)(C)C.[CH:36](=O)[C:37]1[C:38](=[CH:40][CH:41]=[CH:42][CH:43]=1)[OH:39].Cl>O.C1COCC1>[CH:36]([C:37]1[CH:43]=[CH:42][CH:41]=[CH:40][C:38]=1[OH:39])=[CH:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6998SalicylaldehydeHCID 2724565Pentyltriphenylphosphonium bromideHCID 178418261HCID 178418261、化合物

生成物 1

HCID 542978452-(1-Hexenyl)phenol収率 88.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred suspension of pentyl triphenylphosphonium bromide (10.4 g, 25.2 mM) in freshly distilled THF (40 ml) was added LiN(SiMe3)2 (1M in THF, 50 ml). The reaction was stirred at ambient temperature for 1 hour. Salicylaldehyde (2.8 g, 22.9 mM) was added to the reaction mixture which was stirred at ambient temperature for 60 hours. The reaction was then treated with water, the pH adjusted with 1N aqueous HCl to pH7 and extracted twice with ethyl acetate. The organic layers were combined, dried over (MgSO4) and evaporated. The residue was purified by chromatography to give 2-(1-hexenyl)phenol, (3.57 g, 88%).

後処理

  1. stirringwas stirred at ambient temperature for 60 hours
  2. extractionextracted twice with ethyl acetate
  3. dry with materialdried over (MgSO4)
  4. customevaporated
  5. customThe residue was purified by chromatography

出典と根拠

ORDレコード
ord-0ded745c870143968b1dc1553ffc5d00
出典データセット
uspto-grants-1999_10
特許番号
US05965741

関連ノート

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