Triethylamine → N-(2-bromo-5-methylphenyl)cyclopropanecarboxamide

HRID 1176241

반응식

HRID 1176241 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[NH2:9].C(N(CC)CC)C.[CH:17]1([C:20](Cl)=[O:21])[CH2:19][CH2:18]1>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[NH:9][C:20]([CH:17]1[CH2:19][CH2:18]1)=[O:21]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 64220652-Bromo-5-methylaniline

생성물 1

HCID 68501761N-(2-bromo-5-methylphenyl)cyclopropanecarboxamide

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

The solution of 13.95 g of 2-bromo-5-methylphenylamine in 250 ml of chloroform is cooled to 0° C. with stirring and admixed with 12.6 ml of triethylamine. 7.56 ml of cyclopropanecarbonyl chloride are slowly added dropwise. The mixture is stirred for 1 hour each at 0° C. and at room temperature. The reaction mixture is poured onto water (400 ml) and extracted with dichloromethane (1×250 ml). The organic phases are washed with brine (350 ml), dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a white solid from the residue by means of crystallization from ethyl acetate. Rf=0.37 (1:4 EtOAc-heptane); Rt=4.19.

후처리

  1. stirringThe mixture is stirred for 1 hour each at 0° C.
  2. customat room temperature
  3. additionThe reaction mixture is poured onto water (400 ml)
  4. extractionextracted with dichloromethane (1×250 ml)
  5. washThe organic phases are washed with brine (350 ml)
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-ae3402443c47488db131d8b3655409e6
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842688B2

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