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

HRID 23915

반응식

HRID 23915 반응식
[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

참가 물질

4

반응물 2

HCID 787824-Chlorosalicylic acidHCID 21226445Aluminium lithium hydride

생성물 1

HCID 3271485-Chloro-2-(hydroxymethyl)phenol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d2df0ba366744a5e8f6af86cbb4b612a
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855695B2

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