Water → 7-(4-Chlorobutoxy)-1,2,3,4-tetrahydroquinolin-2-one

HRID 503826노트

반응식

HRID 503826 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][Cl:6].[OH:7][C:8]1[CH:17]=[C:16]2[C:11]([CH2:12][CH2:13][C:14](=[O:18])[NH:15]2)=[CH:10][CH:9]=1.[OH-].[Na+].O>CC(N(C)C)=O.C1CCCCC1>[Cl:6][CH2:5][CH2:4][CH2:3][CH2:2][O:7][C:8]1[CH:17]=[C:16]2[C:11]([CH2:12][CH2:13][C:14](=[O:18])[NH:15]2)=[CH:10][CH:9]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 14798Sodium Hydroxide2회HCID 813641-Bromo-4-chlorobutaneHCID 27857587-Hydroxy-3,4-dihydrocarbostyril

생성물 1

HCID 104674677-(4-Chlorobutoxy)-1,2,3,4-tetrahydroquinolin-2-one

시약·촉매·용매 2

HCID 8078Cyclohexane용매HCID 31374Dimethylacetamide용매

실험 절차

1-bromo-4-chloro butane (500 ml) was added to a stirred solution of 7-hydroxy-3,4-dihydrocarbostyril (100 gm) in dimethylacetamide (500 ml) at ambient temperature. The reaction mixture was heated at 36° to 40° C. Sodium hydroxide (33.1 gm) was added to the reaction mixture at the interval of 30 min (Complete the addition of sodium hydroxide in 9 equal fractions in 4.0 hours). The reaction mixture was cooled at ambient temperature and D.M Water was added to it. The reaction mixture was extracted with ethylacetate. Organic layer was separated and washed with 5% brine and finally dried over sodium sulphate. The organic layer was evaporated to dryness under reduced pressure (10 mm) at 45° C. to obtain residue. To the residue cyclohexane (1000 ml) was added to give of 7-(4-chlorobutoxy)-3,4-dihydrocarbostyril.

후처리

  1. temperatureThe reaction mixture was heated at 36° to 40° C
  2. extractionThe reaction mixture was extracted with ethylacetate
  3. customOrganic layer was separated
  4. washwashed with 5% brine
  5. dry with materialfinally dried over sodium sulphate
  6. customThe organic layer was evaporated to dryness under reduced pressure (10 mm) at 45° C.
  7. customto obtain residue

출처 및 근거

ORD 기록
ord-3a07df62f47c43dfb434868ab164882f
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07777039B2

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