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Acetic Anhydride → 1-(7,8-Dichloro-3,4-dihydroisoquinolin-2(1H)-yl)ethan-1-one

HRID 903565
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HRID 903565 반응식
Cl.[Cl:2][C:3]1[C:12]([Cl:13])=[C:11]2[C:6]([CH2:7][CH2:8][NH:9][CH2:10]2)=[CH:5][CH:4]=1.[C:14]([O-])(=[O:16])[CH3:15].[Na+].C(OC(=O)C)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>O.C(O)(=O)C>[C:14]([N:9]1[CH2:8][CH2:7][C:6]2[C:11](=[C:12]([Cl:13])[C:3]([Cl:2])=[CH:4][CH:5]=2)[CH2:10]1)(=[O:16])[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 7918Acetic AnhydrideHCID 10340Sodium CarbonateHCID 1239197,8-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochlorideHCID 517045Sodium Acetate

생성물 1

HCID 125951001-(7,8-Dichloro-3,4-dihydroisoquinolin-2(1H)-yl)ethan-1-one

시약·촉매·용매 2

HCID 176Acetic Acid
용매
HCID 962Water용매

실험 절차

A mixture containing (100 g., 0.425 m.) 7,8-dichlorotetrahydroisoquinoline hydrochloride and (41 g., 0.5 m.) sodium acetate in 760 ml. of acetic acid and 430 ml. of acetic anhydride was heated at 100° C. with stirring for four hours. The cooled reaction mixture was diluted with 800 ml. of water and brought to pH 8 by addition of 5% aqueous sodium carbonate (1400 ml.). The tan precipitate was collected by filtration, dried and recrystallized from isopropanol to give N-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline having a melting point of 98°-100° C.

후처리

  1. customThe cooled reaction mixture
  2. additionwas diluted with 800 ml
  3. filtrationThe tan precipitate was collected by filtration
  4. customdried
  5. customrecrystallized from isopropanol

출처 및 근거

ORD 기록
ord-8eb7cadf36944b41bbbdbb44d4b8e71b
출처 데이터셋
uspto-grants-1980_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04228170

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