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Chloroform → N-(1,2,3,4-tetrahydroquinolin-3-yl)acetamide

HRID 901942
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HRID 901942 반응식
[C:1]([NH:4][C:5]1[CH:6]=[N:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)(=[O:3])[CH3:2].C(Cl)(Cl)Cl>C(O)(=O)C>[C:1]([NH:4][CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH2:6]1)(=[O:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 6212ChloroformHCID 794483-Acetylaminoquinoline

생성물 1

HCID 19697545N-(1,2,3,4-tetrahydroquinolin-3-yl)acetamide수율 55.7%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Borane-pyridine complex (320 mg, 3.5 mmol) was added to a solution of 3-acetamidoquinoline (320 mg, 1.7 mmol) in acetic acid (20 ml) and the mixture was stirred at room temperature for 18 h. Chloroform (150 ml) was added and the mixture was washed with 2N sodium hydroxide solution, water and brine. The organic phase was dried and reduced. Chromatography (80% EtOAc/20% 60-80 pet. ether) afforded 3-acetamido-1,2,3,4-tetrahydroquinoline (180 mg, 55%) as a pale yellow solid.

후처리

  1. washthe mixture was washed with 2N sodium hydroxide solution, water and brine
  2. customThe organic phase was dried

출처 및 근거

ORD 기록
ord-9ad550024e81472dbea69b2c7a2f0b65
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07365065B2

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