N-bromobutanimide → 4'-Bromomethyl-biphenyl-4-carboxylic acid ethyl ester

HRID 719682

반응식

HRID 719682 반응식
C(OC([C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][Br:19])=[CH:14][CH:13]=2)[CH:9]=[CH:10][CH:11]=1)=O)C.[CH2:20]([O:22][C:23](C1C=CC(C2C=CC(C)=CC=2)=CC=1)=[O:24])[CH3:21].BrN1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[CH2:20]([O:22][C:23]([C:11]1[CH:6]=[CH:7][C:8]([C:12]2[CH:13]=[CH:14][C:15]([CH2:18][Br:19])=[CH:16][CH:17]=2)=[CH:9][CH:10]=1)=[O:24])[CH3:21]

참가 물질

6

반응물 3

HCID 67184N-bromobutanimideHCID 118315464'-Methyl-biphenyl-4-carboxylic acid ethyl esterHCID 214642554'-Bromomethyl-biphenyl-3-carboxylic acid ethyl ester

생성물 1

HCID 135861014'-Bromomethyl-biphenyl-4-carboxylic acid ethyl ester수율 83%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 5943Carbon Tetrachloride용매

실험 절차

4′-Bromomethyl-biphenyl-4-carboxylic acid ethyl ester was prepared as described for 4′-bromomethyl-biphenyl-3-carboxylic acid ethyl ester. 4′-Methyl-biphenyl-4-carboxylic acid ethyl ester (3.4 g, 14.15 mmol, 1 eq.) was reacted with N-bromosuccinimide (3.27 g, 18.4 mmol, 1.3 eq.) and 2,2′-azobisisobutyronitrile (0.12 g, 0.71 mmol, 5 mol %) in carbon tetrachloride (150 mL). When complete, the reaction was worked up as described to produce 4′-bromomethyl-biphenyl-4-carboxylic acid ethyl ester (3.74 g, 83% yield) as a yellow solid.

후처리

  1. custom4′-Bromomethyl-biphenyl-4-carboxylic acid ethyl ester was prepared

출처 및 근거

ORD 기록
ord-258d8683ab824f1c8d8d37b67c36f9d0
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07132456B2

연결된 노트

불러오는 중…