Propylamine → N-[(7-bromo-5-fluoro-4H-1,3-benzodioxin-2-yl)methyl]propan-1-amine

HRID 452407ノート

反応式

HRID 452407 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([F:14])[C:5]2[CH2:10][O:9][CH:8]([CH2:11]Br)[O:7][C:6]=2[CH:13]=1.[CH2:15]([NH2:18])[CH2:16][CH3:17]>CCO>[Br:1][C:2]1[CH:3]=[C:4]([F:14])[C:5]2[CH2:10][O:9][CH:8]([CH2:11][NH:18][CH2:15][CH2:16][CH3:17])[O:7][C:6]=2[CH:13]=1

参加物

4

反応物 2

HCID 7852PropylamineHCID 671556997-bromo-2-(bromomethyl)-5-fluoro-4H-1,3-benzodioxine

生成物 1

HCID 44481627N-[(7-bromo-5-fluoro-4H-1,3-benzodioxin-2-yl)methyl]propan-1-amine収率 82.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Preparation according to Example 3. 7-bromo-2-(bromomethyl)-5-fluoro-4H-1,3-benzodioxine (0.20 g, 0.60 mmol), propan-1-amine (1.0 ml, 12.2 mmol) and EtOH (3.0 ml)was heated at 130° C. for 20 min. Purification by flash column chromatography (EtOAc/MeOH 10:1) gave the title compound (0.15 g, 82%). The amine was converted into the oxalic acid salt and was crystallised with MeOH/DEE (0.17 g). M.p. 215° C. MS m/z (rel. intensity, 70 eV) 304 (M+, 3), 302 (M+, 3), 205 (10), 203 (10), 72 (bp).

後処理

  1. customPreparation
  2. customPurification by flash column chromatography (EtOAc/MeOH 10:1)

出典と根拠

ORDレコード
ord-76b3e4ac0ccd41688dd5fd89082e1238
出典データセット
uspto-grants-2013_07
特許番号
US08492372B2

反応ノート

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