Benzylamine → Methyl 2-benzylisoindoline-5-carboxylate

HRID 1494845

반응식

HRID 1494845 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:5]([O:7][CH3:8])=[O:6].BrN1C(=O)CCC1=O.BrCC1C=C(C=CC=1CBr)C(OC)=O.[CH2:35]([NH2:42])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(N(CC)CC)C.C(Cl)(Cl)(Cl)Cl>[CH2:35]([N:42]1[CH2:1][C:2]2[C:11](=[CH:10][CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[CH:3]=2)[CH2:12]1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

참가 물질

8

반응물 4

HCID 7504BenzylamineHCID 67184N-bromobutanimideHCID 520902Methyl 3,4-dimethylbenzoateHCID 2736819Methyl 3,4-bis(bromomethyl)benzoate

생성물 1

HCID 23301778Methyl 2-benzylisoindoline-5-carboxylate수율 54.4%

시약·촉매·용매 3

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매HCID 8471Triethylamine용매

실험 절차

18.1 g of methyl 3,4-dimethylbenzoate, 39.2 g of N-bromosuccinimide, 200 mg of benzoyl peroxide, and 200 ml of carbontetrachloride were processed in a similar manner as in Reference Example 6-(1) to give a mixture containing methyl 3,4-bis-(bromomethyl)benzoate as a major component. (3) The procedure of Reference Example 14-(3) was followed using the whole mixture prepared above, 11.8 g of benzylamine, and 22.9 g of triethylamine to give 16.0 g of 2-benzyl-5-methoxycarbonylisoindoline.

후처리

  1. customto give a mixture

출처 및 근거

ORD 기록
ord-703a80c00a674271a6d29fd1ba19d735
출처 데이터셋
uspto-grants-1991_06
특허 번호
US05026856

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