5-Chlorovaleryl chloride → 1-(4-Acetylamino-5-chloro-2-hydroxyphenyl)-5-chloropentan-1-one

HRID 963339

반응식

HRID 963339 반응식
[C:1]([NH:4][C:5]1[CH:10]=[C:9]([O:11]C)[CH:8]=[CH:7][C:6]=1[Cl:13])(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[Cl:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23](Cl)=[O:24]>C(Cl)CCl>[C:1]([NH:4][C:5]1[C:6]([Cl:13])=[CH:7][C:8]([C:23](=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19][Cl:18])=[C:9]([OH:11])[CH:10]=1)(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 740895-Chlorovaleryl chlorideHCID 6451240Aluminum(III) ChlorideHCID 19081918N-(2-Chloro-5-methoxyphenyl)acetamide

생성물 1

HCID 190818791-(4-Acetylamino-5-chloro-2-hydroxyphenyl)-5-chloropentan-1-one수율 70.2%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

N-Acetyl-2-chloro-5-methoxyaniline (10.0 g, 50 mmol), aluminum chloride (13.3 g, 100 mmol), and 5-chloropentanoyl chloride (11.7 g, 75 mmol) were combined in ethylene dichloride (100 mL) and the mixture was stirred at room temperature and under nitrogen for 7 days. The mixture was then poured onto crushed ice and extracted into methylene chloride. The methylene chloride extract was washed with water and then dried. The solvent was evaporated in vacuo. Crystallization of the residue from ethyl acetate/hexane gave 1-(4-acetylamino-5-chloro-2-hydroxyphenyl)-5-chloropentan-1-one (10.18 g, 35.1 mmol), m.p. 126°-128° C.

후처리

  1. additionThe mixture was then poured
  2. customonto crushed ice
  3. extractionextracted into methylene chloride
  4. extractionThe methylene chloride extract
  5. washwas washed with water
  6. customdried
  7. customThe solvent was evaporated in vacuo
  8. customCrystallization of the residue from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-1949f987f8d045ae9e573ed8d6558f1a
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05763458

연결된 노트

불러오는 중…