Benzene → Bromobutide

HRID 1577469ノート

反応式

HRID 1577469 の反応式
[Br:1][CH:2]([C:6]([CH3:9])([CH3:8])[CH3:7])[C:3](O)=[O:4].C1C=CC=CC=1.[CH3:16][C:17]([NH2:25])([CH3:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C1(N=C=NC2CCCCC2)CCCCC1>N1C=CC=CC=1>[CH3:16][C:17]([NH:25][C:3](=[O:4])[CH:2]([C:6]([CH3:9])([CH3:8])[CH3:7])[Br:1])([CH3:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

6

反応物 4

HCID 241BenzeneHCID 10868DicyclohexylcarbodiimideHCID 68509CumylamineHCID 1842512-Bromo-3,3-dimethylbutanoic Acid

生成物 1

HCID 53079Bromobutide収率 68.8%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Into a 200 ml four-necked flask, there were charged α-bromo-tert-butylacetic acid (9.8 g) and benzene (50 ml), and pyridine (50 ml) and α,α-dimethylbenzylamine (6.9 g) were dropwise added thereto while stirring at room temperature. Dicyclohexylcarbodiimide (10.8 g) was further added thereto, and the reaction was continued at 60°-70° C. for 6 hours, followed by cooling. The solvent was distilled off under reduced pressure, and the residue was extracted with hot benzene. The benzene extract was concentrated by distillation, and the residue was recrystallized from ethanol to give N-(α,α-dimethylbenzyl)-α-bromo-tert-butylacetamide (10.8 g).

後処理

  1. additionwere dropwise added
  2. temperatureby cooling
  3. distillationThe solvent was distilled off under reduced pressure
  4. extractionthe residue was extracted with hot benzene
  5. extractionThe benzene extract
  6. concentrationwas concentrated by distillation
  7. customthe residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-f5fd1af2f93548e8849b7c91813b75d6
出典データセット
uspto-grants-1981_09
特許番号
US04288244

反応ノート

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