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

HRID 515859
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인쇄 미리보기

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HRID 515859 반응식
[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
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참가 물질

4

반응물 2

HCID 70602-MethylquinolineHCID 11084032Triethylammonium formate

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-10 °C

실험 절차

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.

후처리

  1. additionthe catalyst-containing mixture was added

출처 및 근거

ORD 기록
ord-9bdefd527d6d49ba9a1d022f89580b96
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09108986B2

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