Potassium Carbonate → Ethyl 2-(4-methoxyphenyl)sulfanylacetate

HRID 991110

반응식

HRID 991110 반응식
ON[C:3]([C:5]1([S:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28]C3C=CC=CC=3)=[CH:23][CH:22]=2)(=O)=O)CCN(CC2C=CC=CC=2)CC1)=[O:4].C[O:36][C:37]1C=CC(S)=C[CH:38]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:37]([O:36][C:3](=[O:4])[CH2:5][S:18][C:21]1[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)[CH3:38]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 127654-MethoxybenzenethiolHCID 99130531-benzyl-4-(4-(benzyloxy)phenylsulfonyl)-N-hydroxypiperidine-4-carboxamide

생성물 1

HCID 1482371Ethyl 2-(4-methoxyphenyl)sulfanylacetate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

1-Benzyl-4-(4-benzyloxy-benzenesulfonyl)-piperidine-4-carboxylic acid hydroxyamide To a stirred solution of 4-methoxybenzenethiol (2.8 gm, 20 mmol) and anhydrous K2CO3 (10 gm, excess) in dry acetone (100 ml), α-bromo ethyl acetate (3.3 gm, 20 mmol) was added in a round bottom flask and the reaction mixture was heated at reflux for 8 hours with good stirring. At the end, the reaction mixture was allowed to cool and the potassium salts were filtered off and the reaction mixture was concentrated. The residue was extracted with chloroform and washed with H2O and 0.5N NaOH solution. The organic layer was further washed well with water, dried over MgSO4, filtered and concentrated. (4-methoxy- phenylsulfanyl)-acetic acid ethyl ester was isolated as pale yellow oil. Yield: 4.4 g (100%); MS; 227 (M+H)+

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 8 hours with good stirring
  3. temperatureto cool
  4. filtrationthe potassium salts were filtered off
  5. concentrationthe reaction mixture was concentrated
  6. extractionThe residue was extracted with chloroform
  7. washwashed with H2O and 0.5N NaOH solution
  8. washThe organic layer was further washed well with water
  9. dry with materialdried over MgSO4
  10. filtrationfiltered
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-73ed2f0af7604acdb92d922a13ade86d
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06462073B2

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