Water → ethyl 2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-2,5-dimethyl thiophen-3-yl]-2-hydroxyacetate

HRID 591022노트

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HRID 591022 반응식
[BH4-].[BH4-].[BH4-].[BH4-].[Na+].[Na+].[Na+].[Na+].[O:9]1[C:14]2[CH:15]=[CH:16][C:17]([C:19]3[C:20]([C:26](=[O:32])[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[C:21]([CH3:25])[S:22][C:23]=3[CH3:24])=[CH:18][C:13]=2[CH2:12][CH2:11][CH2:10]1.O>CO>[O:9]1[C:14]2[CH:15]=[CH:16][C:17]([C:19]3[C:20]([CH:26]([OH:32])[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[C:21]([CH3:25])[S:22][C:23]=3[CH3:24])=[CH:18][C:13]=2[CH2:12][CH2:11][CH2:10]1

참가 물질

5

반응물 3

HCID 962WaterHCID 70855185ethyl 2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-2,5-dimethyl thiophen-3-yl]-2-oxoacetateHCID 131720822Sodium tetraborohydride

생성물 1

HCID 70855186ethyl 2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-2,5-dimethyl thiophen-3-yl]-2-hydroxyacetate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

At 0° C., sodium tetraborohydride (10 mg, 0.26 mmol) was added to a solution of ethyl 2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-2,5-dimethyl thiophen-3-yl]-2-oxoacetate (17d) (90 mg, 0.26 mmol) in methanol (5 mL). After 1 hour, water (5 mL) was added, the reaction mixture was concentrated in vacuo and the residue was diluted with ethyl acetate (10 mL). The organic layer was washed with water (10 mL), brine (10 mL), dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the desired alcohol (17e) as a white solid without further purification (88 mg, 0.25 mmol, 98%).

후처리

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additionthe residue was diluted with ethyl acetate (10 mL)
  3. washThe organic layer was washed with water (10 mL), brine (10 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-878035cbcb9942ea9f8aa819529e11a8
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238026B2

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