Potassium Hydroxide → HCID 11223585、化合物

HRID 1821092ノート

反応式

HRID 1821092 の反応式
[OH-].[K+].[Cl:3][C:4]1[CH:5]=[C:6]2[C:15](=[CH:16][CH:17]=1)[C:14]([NH2:18])=[C:13]1[C:8]([CH2:9][CH2:10][CH2:11][CH2:12]1)=[N:7]2.[Br:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]Br>CS(C)=O>[Br:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:18][C:14]1[C:15]2[C:6]([N:7]=[C:8]3[C:13]=1[CH2:12][CH2:11][CH2:10][CH2:9]3)=[CH:5][C:4]([Cl:3])=[CH:17][CH:16]=2

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 783091,7-DibromoheptaneHCID 103990689-AMINO-6-CHLORO-1,2,3,4-TETRAHYDRO-ACRIDINE

生成物 1

HCID 11223585HCID 11223585、化合物収率 35.1%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

Potassium hydroxide (95 mg, 1.7 mmoL) was added to a solution of 6-chloro-1,2,3,4-tetrahydro-acridin-9-ylamine (395 mg, 1.7 mmoL) in dimethylsulfoxide (15 ml) and the mixture was stirred vigorously under nitrogen at room temperature for 2 h. 1,7-Dibromoheptane (438 mg, 1.7 mmoL) was added, and the reaction was continued to stir at room temperature for 12 h. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The combined ethyl acetate extract was dried, filtered and concentrated. The resulting residue was purified by column chromatography on silica gel using hexane/ethyl acetate/triethyl amine (8/2/1) to provide the desired product (244 mg, 0.60 mmoL) in 35% yield.

後処理

  1. stirringto stir at room temperature for 12 h
  2. extractionextracted with ethyl acetate
  3. extractionThe combined ethyl acetate extract
  4. customwas dried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-7fc91e80b31146e8814f7593282966bb
出典データセット
uspto-grants-2009_10
特許番号
US07605265B2

反応ノート

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