Sodium Hydroxide → 2-carboxy-phenylacetic acid N-butyl-N-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amide

HRID 2380683

반응식

HRID 2380683 반응식
[CH2:1]([N:5]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:31]#[N:32])=[CH:21][CH:20]=1)[C:6](=[O:17])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([OH:16])=[O:15])[CH2:2][CH2:3][CH3:4].C([Sn]([N:46]=[N+:47]=[N-:48])(CCCC)CCCC)CCC.[OH-].[Na+].C(Cl)Cl.CO>C1(C)C(C)=CC=CC=1>[CH2:1]([N:5]([CH2:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:31]2[NH:48][N:47]=[N:46][N:32]=2)=[CH:23][CH:24]=1)[C:6](=[O:17])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([OH:16])=[O:15])[CH2:2][CH2:3][CH3:4]

참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 4984872Tributyltin azideHCID 21226129Dichloromethane methanolHCID 539424252-carboxy-phenylacetic acid N-butyl-N-(2'-cyanobiphenyl-4-ylmethyl)-amide

생성물 1

HCID 1784489242-carboxy-phenylacetic acid N-butyl-N-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amide

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A solution of 2.50 g of 2-carboxy-phenylacetic acid N-butyl-N-(2'-cyanobiphenyl-4-ylmethyl)-amide and 6.50 g of tributyltin azide in 50 ml of xylene is heated under reflux for 15 hours. When cool, the mixture is stirred with 50 ml of 2N sodium hydroxide solution at room temperature for 30 minutes. The aqueous phase is acidified and extracted three times with 50 ml of CH2C2 each time. After customary treatment, the combined dichloromethane phases yield a crude product that, after chromatography on silica gel 60 (40-63 μm) using CH2Cl2 /CH3OH (97:3)) as eluant, yields 2-carboxy-phenylacetic acid N-butyl-N-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amide that has an Rf value of 0.37 [CH2Cl2 /CH3OH (4:1)]. ##STR11##

후처리

  1. temperatureunder reflux for 15 hours
  2. temperatureWhen cool
  3. extractionextracted three times with 50 ml of CH2C2 each time
  4. customAfter customary treatment, the combined dichloromethane phases yield a crude product that

출처 및 근거

ORD 기록
ord-f5648ef2d9994a0ba933532ae6e55815
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05369110

연결된 노트

불러오는 중…