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Tetrahydrofuran → 2-(2-Phenylmethoxy-3,3,3-trifluoropropyl)-6-ethoxycarbonylamino-3,4-dihydro-2H-1-benzopyran

HRID 582606
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HRID 582606 반응식
[C:1]1([CH2:7][O:8][CH:9]([C:22]([F:25])([F:24])[F:23])[CH2:10][CH:11]2[CH2:16][CH2:15][C:14]3[CH:17]=[C:18]([NH2:21])[CH:19]=[CH:20][C:13]=3[O:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1CCCC1.Cl[C:32]([O:34][CH2:35][CH3:36])=[O:33].C(=O)([O-])O.[Na+]>O>[C:1]1([CH2:7][O:8][CH:9]([C:22]([F:25])([F:23])[F:24])[CH2:10][CH:11]2[CH2:16][CH2:15][C:14]3[CH:17]=[C:18]([NH:21][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:19]=[CH:20][C:13]=3[O:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
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참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 153456682-(2-Phenylmethoxy-3,3,3-trifluoropropyl)-6-amino-3,4-dihydro-2H-1-benzopyran

생성물 1

HCID 110043812-(2-Phenylmethoxy-3,3,3-trifluoropropyl)-6-ethoxycarbonylamino-3,4-dihydro-2H-1-benzopyran

시약·촉매·용매 1

HCID 962
Water
용매
2회

실험 절차

A solution of 3.6 g (10 mmol) of 2-(2-phenylmethoxy-3,3,3-trifluoropropyl)-6-amino-3,4-dihydro-2H-1-benzopyran in 34 ml of a 9/1 mixture of tetrahydrofuran and water is reacted for 20 min with 1.1 ml (11 mmol) of ethyl chloroformate and 1.3 g (15 mmol) of sodium hydrogencarbonate. The mixture is then diluted with water and the product is extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated under reduced pressure. By chromatography of the residue on a silica column using a 20/80 mixture of cyclohexane and dichloromethane, 4.2 g of product are obtained.

후처리

  1. extractionthe product is extracted with dichloromethane
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. additiona 20/80 mixture of cyclohexane and dichloromethane, 4.2 g of product
  5. customare obtained

출처 및 근거

ORD 기록
ord-8e04965a2163400db93cf7ad81737364
출처 데이터셋
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05925662

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