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

HRID 591022ノート

反応式

HRID 591022 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-878035cbcb9942ea9f8aa819529e11a8
出典データセット
uspto-grants-2016_01
特許番号
US09238026B2

反応ノート

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