2-Dimethylaminopyridine → Ethyl 5-(acetylamino)-2-bromobenzoate

HRID 269575

반응식

HRID 269575 반응식
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([Br:14])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:3])[CH3:2].ON1[C:20]2C=CC=C[C:19]=2N=N1.CN(C1C=CC=CN=1)C.Cl.CN(C)CCCC(N=C=N)C>ClCCl.C(O)C>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([Br:14])=[C:9]([CH:13]=1)[C:10]([O:12][CH2:19][CH3:20])=[O:11])(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 218852-DimethylaminopyridineHCID 757711-HydroxybenzotriazoleHCID 27341595-Acetamido-2-bromobenzoic acidHCID 219829211-(3-Dimethylaminopropyl)ethylcarbodiimide hydrochloride

생성물 1

HCID 69309519Ethyl 5-(acetylamino)-2-bromobenzoate수율 76.2%

시약·촉매·용매 1

HCID 21584144Dichloromethane ethanol용매

실험 절차

A mixture of 5-(acetylamino)-2-bromobenzoic acid (2.58 g, 10 mmol), 1-hydroxybenzotriazole (1.68 g, 11 mmol), dimethylaminopyridine (1.22 g, 10 mmol) and 1-(3-dimethylaminopropyl)-ethylcarbodiimide hydrochloride (2.20 g, 11.5 mmol) in dichloromethane/ethanol (5:1, 30 ml) was stirred at room temperature for 2 hours then washed with saturated sodium bicarbonate solution, dried (magnesium sulphate) and chromatographed on silica eluting with ethyl acetate/iso-hexane (2:3) to give 2.18 g of white solid.

후처리

  1. washthen washed with saturated sodium bicarbonate solution
  2. dry with materialdried (magnesium sulphate)
  3. customchromatographed on silica eluting with ethyl acetate/iso-hexane (2:3)

출처 및 근거

ORD 기록
ord-943100f8158e4b6f8c445f41bf2972e8
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446222B2

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