Water → (R)-4-phenylbutane-1,2-diol

HRID 278473

반응식

HRID 278473 반응식
[BH4-].[Na+].[OH:3][C@H:4]([CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5](OCC)=[O:6].O>CO>[C:12]1([CH2:11][CH2:10][C@@H:4]([OH:3])[CH2:5][OH:6])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 2733848Ethyl (R)-2-hydroxy-4-phenylbutyrateHCID 4311764Sodium borohydride

생성물 1

HCID 10975846(R)-4-phenylbutane-1,2-diol수율 102.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

NaBH4 (1.82 g) was added portionwise to an ice cooled solution of ethyl (R)-2-hydroxy-4-phenylbutyrate (2.0 g) in methanol (40 ml). After the addition was completed, the reaction mixture was stirred at room temperature for 45 minutes. Water (20 ml) was added, and the resulting mixture was stirred for several minutes and then evaporated under reduced pressure. The residue was extracted with ethyl acetate. The extract was washed with brine and dried over magnesium sulfate. Evaporation of the solvent under reduced pressure gave (R)-4-phenylbutane-1,2-diol (1.63 g) as a colorless oil. This material was used for the next reaction without further purification.

후처리

  1. additionAfter the addition
  2. stirringthe resulting mixture was stirred for several minutes
  3. customevaporated under reduced pressure
  4. extractionThe residue was extracted with ethyl acetate
  5. washThe extract was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customEvaporation of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-433ad11be354462c875b62f1d76f4144
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06359145B1

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