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Oxalyl chloride → 2-(4-Bromophenyl)-N-{2-(3-methoxyphenyl)ethyl}-N-phenylacetamide

HRID 2114688
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HRID 2114688 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:7][CH:8]=1.[Br:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26](Cl)=[O:27])=[CH:21][CH:20]=1.BrC(C1C=CC=CC=1)C(Cl)=O.C(Cl)(=O)C(Cl)=O>C(OCC)(=O)C.C(Cl)Cl.O>[Br:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26]([N:11]([CH2:10][CH2:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:27])=[CH:21][CH:20]=1
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참가 물질

8

반응물 4

HCID 65578Oxalyl chlorideHCID 181552Benzeneacetyl chloride, 4-bromo-HCID 598182Bromophenylacetyl chlorideHCID 13467414HCID 13467414, 화합물

생성물 1

HCID 234407982-(4-Bromophenyl)-N-{2-(3-methoxyphenyl)ethyl}-N-phenylacetamide수율 98%

시약·촉매·용매 3

HCID 962
Water
용매
HCID 6344Dichloromethane용매
HCID 8857Ethyl Acetate용매2회

실험 절차

To a solution of {2-(3-methoxyphenyl)ethyl}phenylamine (1.06 g, 4.65 mmol) in ethyl acetate (80 mL) under nitrogen was added a solution of 4-bromophenylacetyl chloride (1.06 g, 4.65 mmol) in ethyl acetate (20 mL), the bromophenylacetyl chloride being prepared from the corresponding carboxylic acid (1 g, 4.65 mmol) and oxalyl chloride (0.61 mL, 6.98 mmol) in CH2Cl2 (20 mL). After 1 hour, the reaction was poured into water (50 mL). The organic layer was dried over MgSO4, filtered and concentrated to provide the title compound (1.92 g, 98% yield): EI-MS (m/z) 423.

후처리

  1. dry with materialThe organic layer was dried over MgSO4
  2. filtrationfiltered
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9b08ec991c374ad9b81ec4e3b058431f
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07435729B2

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