m,alpha-Dichlorotoluene → 1-(3-Chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

HRID 227079

반응식

HRID 227079 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)=[O:5])[CH3:2].[H-].[Na+].[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23]Cl>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH2:23][C:22]2[CH:25]=[CH:26][CH:27]=[C:20]([Cl:19])[CH:21]=2)[CH:7]=1)=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 12103m,alpha-DichlorotolueneHCID 24758Sodium hydrideHCID 220876Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate

생성물 1

HCID 577547231-(3-Chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester수율 87.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Experimental conditions analogous to those described for Step 1 of Example 3, from 5.08 g (23.4 mmol) of 4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester, 1.12 g (28.1 mmol) of 60% sodium hydride, 4.52 g (28.1 mmol) of 3-chlorobenzyl chloride in 60 mL DMF at 60° C. to give 7.01 g of the product as an off-white solid.

출처 및 근거

ORD 기록
ord-74ee13cff57c4ca38a0a25efa2422a70
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557213B2

연결된 노트

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