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1-Chloroethyl chloroformate → 4-((S)-Morpholin-2-YL)benzonitrile hcl

HRID 1896167
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HRID 1896167 반응식
C1([C@H]([N:9]2[CH2:14][CH2:13][O:12][C@@H:11]([C:15]3[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=3)[CH2:10]2)C)C=CC=CC=1.[Cl:23]C(OC(Cl)C)=O>ClCCCl>[ClH:23].[NH:9]1[CH2:14][CH2:13][O:12][C@@H:11]([C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)[CH2:10]1
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참가 물질

4

반응물 2

HCID 5213051-Chloroethyl chloroformateHCID 509925234-((S)-4-((R)-1-Phenylethyl)morpholin-2-yl)benzonitrile2회

생성물 1

HCID 668608264-((S)-Morpholin-2-YL)benzonitrile hcl수율 79%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

To a solution of 4-((2S)-4-((1R)-1-phenylethyl)morpholin-2-yl)benzonitrile (intermediate 15, 45.7 g, 156 mmol) in 1,2-dichloroethane (312 ml) was added 1-chloroethyl chloroformate (66.9 g, 468 mmol) at room temperature. After a reflux for 6 hours, the solution was concentrated under reduced pressure. The residue was dissolved in methanol (312 ml) and the solution was refluxed for 2 hours. After removal of the solvent under reduced pressure, the crude product was washed with acetone and dried under reduced pressure to afford 4-((2S)-morpholin-2-yl)benzonitrile hydrochloride (intermediate 16, 27.6 g, 79%).

후처리

  1. temperatureAfter a reflux for 6 hours
  2. concentrationthe solution was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in methanol (312 ml)
  4. temperaturethe solution was refluxed for 2 hours
  5. customAfter removal of the solvent under reduced pressure
  6. washthe crude product was washed with acetone
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-0c9cc63d09244d69bcb1bdd6c1c42581
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08518939B2

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