Hydrochloric Acid → 3-Fluorophenylacetic acid, 1,1-dimethyl-2-(4-(methylsulfonyl)phenyl)-2-oxo-ethyl ester

HRID 357237노트

반응식

HRID 357237 반응식
[OH:1][C:2]([CH3:16])([CH3:15])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][CH:6]=1)=[O:4].[F:17][C:18]1[CH:19]=[C:20]([CH2:24][C:25](O)=[O:26])[CH:21]=[CH:22][CH:23]=1.CC1C=CC(S([O-])(=O)=O)=CC=1.C[N+]1(CCN=C=NC2CCCCC2)CCOCC1.Cl>CN(C1C=CN=CC=1)C.C(Cl)Cl>[F:17][C:18]1[CH:19]=[C:20]([CH2:24][C:25]([O:1][C:2]([CH3:16])([CH3:15])[C:3]([C:5]2[CH:6]=[CH:7][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:9][CH:10]=2)=[O:4])=[O:26])[CH:21]=[CH:22][CH:23]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 172201-Cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonateHCID 676173-Fluorophenylacetic acidHCID 154285142-Hydroxy-2-methyl-1-(4-(methylsulfonyl)phenyl)propan-1-one

생성물 1

HCID 572652353-Fluorophenylacetic acid, 1,1-dimethyl-2-(4-(methylsulfonyl)phenyl)-2-oxo-ethyl ester수율 85.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of 2-hydroxy-4'-(methylsulfonyl) isobutyrophenone (100 g), 3-fluorophenylacetic acid (83 g), 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (225 g) and DMAP (25 g) in CH2Cl2 (2 L) was mechanically stirred for 17 h at r.t. A solution of 1N HCl (1 L) was then added and the organic phase was separated, washed with a saturated solution of Na2 CO3 (0.4 L) and dried over MgSO4. After concentration, the residue was purified by silica gel chromatography, eluting with 30% EtOAc/hexane to give the title compound as a white solid (133 g).

후처리

  1. customthe organic phase was separated
  2. washwashed with a saturated solution of Na2 CO3 (0.4 L)
  3. dry with materialdried over MgSO4
  4. concentrationAfter concentration
  5. customthe residue was purified by silica gel chromatography
  6. washeluting with 30% EtOAc/hexane

출처 및 근거

ORD 기록
ord-39c4ea49d34e47ca92197be180b097d3
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840746

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