4-Chlorosalicylic acid → 5-Chloro-2-(hydroxymethyl)phenol

HRID 23915

反応式

HRID 23915 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5](=[CH:9][CH:10]=1)[C:6](O)=[O:7].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[C:4]([OH:11])[CH:3]=1

参加物

4

反応物 2

HCID 787824-Chlorosalicylic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 3271485-Chloro-2-(hydroxymethyl)phenol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 4-chloro salicylic acid (10.0 g, 58.0 mmol) in THF (150 mL) was treated with LAH (1.5 equivalent) at reflux for 2 h. After cooling to ambient temperature, the reaction solution was quenched by 1 N NaHSO4 solution (200 mL), and then extracted with ether (300 mL). After separation, the organic layer was dried over anhydrous MgSO4, filtered and concentrated. The dried crude product 25 (7.5 g, 81%) was obtained as a gray solid, and was pure enough for use without further purification.

後処理

  1. temperatureat reflux for 2 h
  2. customthe reaction solution was quenched by 1 N NaHSO4 solution (200 mL)
  3. extractionextracted with ether (300 mL)
  4. customAfter separation
  5. dry with materialthe organic layer was dried over anhydrous MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. dry with materialThe dried crude product 25 (7.5 g, 81%)
  9. customwas obtained as a gray solid
  10. customwas pure enough for use without further purification

出典と根拠

ORDレコード
ord-d2df0ba366744a5e8f6af86cbb4b612a
出典データセット
uspto-grants-2005_02
特許番号
US06855695B2

関連ノート

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