Carbon tetrabromide → HCID 23019643、化合物

HRID 1354197ノート

反応式

HRID 1354197 の反応式
[CH:1]1([C:4]2[CH:5]=[C:6]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:7](=[O:23])[N:8]3[C:13]=2[C:12]([CH3:14])=[C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21]O)=[CH:17][CH:16]=2)[CH:10]=[CH:9]3)[CH2:3][CH2:2]1.C(Br)(Br)(Br)[Br:30].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[Br:30][CH2:21][C:18]1[CH:19]=[CH:20][C:15]([C:11]2[CH:10]=[CH:9][N:8]3[C:13]([C:12]=2[CH3:14])=[C:4]([CH:1]2[CH2:3][CH2:2]2)[CH:5]=[C:6]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:7]3=[O:23])=[CH:16][CH:17]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 23019641HCID 23019641、化合物

生成物 1

HCID 23019643HCID 23019643、化合物収率 76.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

327 mg of ethyl 1-cyclopropyl-8-(4-hydroxymethylphenyl)-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (Example 51) was dissolved in 11 ml of dichloromethane. 380 mg of carbon tetrabromide was added to the obtained solution, and they were cooled to 0° C. 355 mg of triphenylphosphine was added to the reaction mixture, and they were stirred for 30 minutes. The reaction mixture was concentrated under reduced pressure. The obtained residue was purified by the silica gel column chromatography (eluent: hexane/ethyl acetate=1/1) to obtain 291 mg of ethyl 8-(4-bromomethylphenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe obtained residue was purified by the silica gel column chromatography (eluent: hexane/ethyl acetate=1/1)

出典と根拠

ORDレコード
ord-f5f38ffec10e4d36a84ecac0ed5fdc3e
出典データセット
uspto-grants-2007_05
特許番号
US07223773B2

反応ノート

読み込み中…