Water → 3-(Thiophen-2-yl)propan-1-ol

HRID 324774

반응식

HRID 324774 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8](O)=[O:9].O.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][CH2:8][OH:9]

참가 물질

5

반응물 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 7031693-(2-Thienyl)propanoic acid

생성물 1

HCID 131098663-(Thiophen-2-yl)propan-1-ol수율 103.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-(2-thienyl)propionic acid (5.0 g, 32.0 mmol) in tetrahydrofuran (20 ml) at 0° C. was added 1 M borane tetrahydrofuran complex (33.5 ml, 33.5 mmol) dropwise over 30 minutes. The reaction mixture was then stirred for 18 h whilst warming to room temperature. The temperature was then reduced to 0° C. and water (20 ml) was added to quench the reaction. The solution was then basified with potassium carbonate, the layers separated and the aqueous layer washed with diethyl ether. The combined organic layers were washed with brine, dried and concentrated to yield the title compound (4.71 g) as an oil. DCI MS m/z 142 [M+H]+.

후처리

  1. customwas then reduced to 0° C.
  2. customto quench
  3. customthe reaction
  4. customthe layers separated
  5. washthe aqueous layer washed with diethyl ether
  6. washThe combined organic layers were washed with brine
  7. customdried
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-829ab7ee72574acab0ebff41a2be95ff
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218538B1

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