Potassium Carbonate → 3-[2-(2-Phenylmethoxy-3,3,3-trifluoropropyl)-3,4-dihydro-2H-1-benzopyran-6-yl]-5(R)-methoxymethyloxazolidin-2-one

HRID 582607ノート

反応式

HRID 582607 の反応式
[C:1]1([CH2:7][O:8][CH:9]([C:27]([F:30])([F:29])[F:28])[CH2:10][CH:11]2[CH2:16][CH2:15][C:14]3[CH:17]=[C:18]([NH:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:19]=[CH:20][C:13]=3[O:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:37][O:38][CH2:39][C@H]1COC(=O)O1>CN(C)C=O.O>[C:1]1([CH2:7][O:8][CH:9]([C:27]([F:30])([F:28])[F:29])[CH2:10][CH:11]2[CH2:16][CH2:15][C:14]3[CH:17]=[C:18]([N:21]4[CH2:26][C@H:25]([CH2:37][O:38][CH3:39])[O:24][C:22]4=[O:23])[CH:19]=[CH:20][C:13]=3[O:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 110043812-(2-Phenylmethoxy-3,3,3-trifluoropropyl)-6-ethoxycarbonylamino-3,4-dihydro-2H-1-benzopyranHCID 11007941(S)-(-)-4-(Methoxymethyl)-1,3-dioxolan-2-one

生成物 1

HCID 110051173-[2-(2-Phenylmethoxy-3,3,3-trifluoropropyl)-3,4-dihydro-2H-1-benzopyran-6-yl]-5(R)-methoxymethyloxazolidin-2-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4.2 g (9.9 mmol) of 2-(2-phenylmethoxy-3,3,3-trifluoropropyl)-6-ethoxycarbonylamino-3,4-dihydro-2H-1-benzopyran in 40 ml of dimethylformamide is stirred for 24 hours, at 130° C., in the presence of 140 mg (1.0 mmol) of potassium carbonate and of 3.4 g (26 mmol) of 4(S)-methoxymethyl-1,3-dioxolan-2-one added in 3 hours. The mixture is cooled, diluted with water and the product is extracted with diethyl ether. The organic phase is then dried over sodium sulfate, concentrated under reduced pressure and chromatographed on a silica column using a 30/70 mixture of ethyl acetate and cyclohexane. The product obtained is used as such in the following step.

後処理

  1. additionadded in 3 hours
  2. temperatureThe mixture is cooled
  3. extractionthe product is extracted with diethyl ether
  4. dry with materialThe organic phase is then dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customchromatographed on a silica column
  7. additiona 30/70 mixture of ethyl acetate and cyclohexane
  8. customThe product obtained

出典と根拠

ORDレコード
ord-353101ceb0a6455cae4cbb69cc7981f3
出典データセット
uspto-grants-1999_07
特許番号
US05925662

反応ノート

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