Methanol → (2-Chloro-5-fluorophenyl)methanol

HRID 240286노트

반응식

HRID 240286 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:3]=1[C:4](OC)=[O:5].[BH4-].[Na+].CO.O>C1COCC1>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:3]=1[CH2:4][OH:5]

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 4311764Sodium borohydrideHCID 23331706Methyl 2-chloro-5-fluorobenzoate

생성물 1

HCID 2773605(2-Chloro-5-fluorophenyl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 2-chloro-5-fluorobenzoate (23, 35.0 g, 185.6 mmol) in dry THF (150 mL) was added NaBH4 (21.2 g, 557 mmol). Methanol (40 mL) was added dropwise at RT. After the addition, the mixture was stirred at RT for 1 h. Water (300 mL) was slowly added. The mixture was extracted with CH2Cl2 (200 mL×2). The combined extracts were washed with saturated NaHCO3 and brine, dried over MgSO4, and concentrated to give (2-chloro-5-fluorophenyl)methanol (24).

후처리

  1. additionAfter the addition
  2. extractionThe mixture was extracted with CH2Cl2 (200 mL×2)
  3. washThe combined extracts were washed with saturated NaHCO3 and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-be01f19b82354f439dee987c8818fd9f
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648073B2

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