2-Methylquinoline → 2-Methyl-1,2,3,4-tetrahydroquinoline

HRID 515859

反応式

HRID 515859 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(O)=O.C(N(CC)CC)C>C(Cl)Cl>[CH3:1][CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1

参加物

4

反応物 2

HCID 70602-MethylquinolineHCID 11084032Triethylammonium formate

生成物 1

HCID 962892-Methyl-1,2,3,4-tetrahydroquinoline

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-10 °C

実験手順

In 60 ml of methylene chloride, 1.00 g of 2-methylquinoline was dissolved, and the catalyst-containing mixture was added. After cooling to −10° C., 8.4 ml of a mixed solvent of formic acid/triethylamine (molar ratio: 5/2) was added dropwise, and the mixture was stirred at the same temperature overnight to give 2-methyl-1,2,3,4-tetrahydroquinoline. The S-enantiomer was in excess and the optical purity was 86.4% ee.

後処理

  1. additionthe catalyst-containing mixture was added

出典と根拠

ORDレコード
ord-9bdefd527d6d49ba9a1d022f89580b96
出典データセット
uspto-grants-2015_08
特許番号
US09108986B2

関連ノート

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