Sodium borohydride → [3-(Cyclopropylmethoxy)phenyl]methanol

HRID 1006244노트

반응식

HRID 1006244 반응식
[BH4-].[Na+].[CH:3]1([CH2:6][O:7][C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=[O:12])[CH2:5][CH2:4]1>CO>[OH:12][CH2:11][C:10]1[CH:13]=[CH:14][CH:15]=[C:8]([O:7][CH2:6][CH:3]2[CH2:5][CH2:4]2)[CH:9]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 220482703-(Cyclopropylmethoxy)benzaldehyde

생성물 1

HCID 22676783[3-(Cyclopropylmethoxy)phenyl]methanol수율 89.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium borohydride (0.75 g, 20 mmol) was added in portions to a stirred solution of 3-(cyclopropylmethoxy)benzaldehyde (Lit: Chem. Pharm. Bull. 1975, 23, 2878) (3.5 g, 20 mmol) in methanol (80 mL). The mixture was stirred for 2 h and then quenched with water (300 mL). The product was extracted with ethyl acetate (3×150 mL) and then the combined organic extracts were dried over magnesium sulfate, filtered, and concentrated in vacuo to leave 3.2 g (89%) of crude product. This material was used in the next reaction without further purification or analysis.

후처리

  1. customquenched with water (300 mL)
  2. extractionThe product was extracted with ethyl acetate (3×150 mL)
  3. dry with materialthe combined organic extracts were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-033b87ce59c14cb692d82a2d022a6a29
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06787651B2

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