1-Bromo-3-chloropropane → HCID 19418920、化合物

HRID 864357ノート

反応式

HRID 864357 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:10](=[O:11])[C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[Si:7]([CH3:17])([CH3:16])[CH2:6]1.C[Si]1(C)C2C([F:29])=CC=CC=2C(=O)NC1.C([Li])CCC.ClCCCBr>O1CCCC1>[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:10](=[O:11])[C:9]2[CH:12]=[CH:13][CH:14]=[C:15]([F:29])[C:8]=2[Si:7]([CH3:16])([CH3:17])[CH2:6]1

参加物

6

反応物 4

HCID 80061-Bromo-3-chloropropaneHCID 19418915HCID 19418915、化合物HCID 19418929HCID 19418929、化合物HCID 178418339Butyllithium

生成物 1

HCID 19418920HCID 19418920、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3-(3-Chloropropyl)-1,1-dimethyl-8-fluoro-4-oxo-1,2,3,4-tetrahydro-3,1-benzazasiline is obtained in a manner similar to that described in Example 4 for the preparation of 3-(3-chloropropyl)-1,1-dimethyl-4-oxo-1,2,3,4-tetrahydro-3,1-benzazasiline, but using 4.8 g of 1,1-dimethyl-8-fluoro-4-oxo-1,2,3,4-tetrahydro-3,1-benzazasiline, 17.2 cm3 of n-butyllithium, 8.7 g of 1-chloro-3-bromopropane and 70 cm3 of tetrahydrofuran. After purification by flash chromatography on a silica column under a nitrogen stream at moderate pressure (0.5-1.5 bar) with a dichloromethane-methanol mixture (98-2 by volume) as eluent, 2.75 g of 3-(3-chloropropyl)-1,1-dimethyl-8-fluoro-4-oxo- 1,2,3,4-tetrahydro-3,1-benzazasiline are obtained.

後処理

  1. customAfter purification by flash chromatography on a silica column under a nitrogen stream at moderate pressure (0.5-1.5 bar) with a dichloromethane-methanol mixture (98-2 by volume) as eluent

出典と根拠

ORDレコード
ord-17d96680b7dd4f938f47a0a15cc8a7dd
出典データセット
uspto-grants-1996_10
特許番号
US05563144

反応ノート

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