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1,3-Dibromopropane → HCID 19389089, 화합물

HRID 1757871
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인쇄 미리보기

반응식

HRID 1757871 반응식
[CH3:1][O:2][C:3](=[O:37])[CH2:4][N:5]([C:11]1[CH:16]=[C:15]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH:14]=[C:13]([OH:36])[CH:12]=1)[CH2:6][C:7]([O:9][CH3:10])=[O:8].[Br:38][CH2:39][CH2:40][CH2:41]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.CN(C=O)C>[CH3:1][O:2][C:3](=[O:37])[CH2:4][N:5]([C:11]1[CH:16]=[C:15]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH:14]=[C:13]([O:36][CH2:41][CH2:40][CH2:39][Br:38])[CH:12]=1)[CH2:6][C:7]([O:9][CH3:10])=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 19388979N-(2-methoxy-2-oxoethyl)-N-[3-hydroxy-5-(octadecyloxy)phenyl]glycine methyl ester

생성물 1

HCID 19389089HCID 19389089, 화합물수율 72%

시약·촉매·용매 2

HCID 180Acetone용매
HCID 6228
Dimethylformamide
용매

실험 절차

A mixture of 4.0 g (7.67 mmol) of N-[3-hydroxy-5-(octadecyloxy)phenyl]-N-(2-methoxy-2-oxoethyl)glycine methyl ester, 7.8 ml (76.7 mmol) of 1,3-dibromopropane and 5.3 g (38.3 mmol) of potassium carbonate in 75 ml of acetone and 15 ml of DMF was stirred at reflux under argon for 41 hours. The reaction mixture was filtered through a Celite pad and the filtrate was concentrated to a solidwhich was purified by HPLC using 5% ethyl acetate-toluene to give 3.5 g (72% yield, mp 67°-69°) of N-[3-(3-bromopropoxy)-5-(octadecyloxy)phenyl]-N-(2-methoxy-2-oxoethyl) glycine methyl ester. The structure was confirmed by the nmr spectrum.

후처리

  1. temperatureat reflux under argon for 41 hours
  2. filtrationThe reaction mixture was filtered through a Celite pad
  3. concentrationthe filtrate was concentrated to a solidwhich
  4. customwas purified by HPLC

출처 및 근거

ORD 기록
ord-7d57cc3198514f5499b8eaa2423001fc
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05446189

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