1-(1H-benzimidazol-2-ylmethyl)-6-benzyl-octahydro-quinolin-2-one → 1-(1H-benzimidazol-2-ylmethyl)-6-benzyl-decahydro-quinoline

HRID 840622노트

반응식

HRID 840622 반응식
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][N:11]1[CH:20]2[CH:15]([CH2:16][CH:17]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:18][CH2:19]2)[CH2:14][CH2:13][C:12]1=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][N:11]1[CH:20]2[CH:15]([CH2:16][CH:17]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:18][CH2:19]2)[CH2:14][CH2:13][CH2:12]1

참가 물질

4

반응물 2

HCID 99075681-(1H-benzimidazol-2-ylmethyl)-6-benzyl-octahydro-quinolin-2-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 99507351-(1H-benzimidazol-2-ylmethyl)-6-benzyl-decahydro-quinoline

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A stirred solution of 0.15 g of 1-(1H-benzimidazol-2-ylmethyl)-6-benzyl-octahydro-quinolin-2-one in 20 mL of dry THF containing 0.1 g of lithium aluminum hydride was heated to reflux overnight, cooled in an ice bath, and quenched with 0.1 mL of 5N NaOH, then 1 mL of water. After stirring and warming to room temperature for 2 h, the mixture was filtered through a glass frit and the filtrate concentrated to dryness under reduced pressure. Chromatography using 10% methanol in chloroform gave 1-(1H-benzimidazol-2-ylmethyl)-6-benzyl-decahydro-quinoline in four bands.

후처리

  1. temperatureto reflux overnight
  2. temperaturecooled in an ice bath
  3. customquenched with 0.1 mL of 5N NaOH
  4. filtrationthe mixture was filtered through a glass frit
  5. concentrationthe filtrate concentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-23d15bd442a749599ed1fc025b2ede97
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06369076B1

반응 노트

불러오는 중…