Triethylamine → 2-bromo-N-(4-bromo-2,6-dimethylphenyl)propionamide

HRID 1253827ノート

反応式

HRID 1253827 の反応式
[Br:1][C:2]1[CH:8]=[C:7]([CH3:9])[C:5]([NH2:6])=[C:4]([CH3:10])[CH:3]=1.C(N(CC)CC)C.[Br:18][CH:19]([CH3:23])[C:20](Br)=[O:21].C(=O)([O-])O.[Na+]>O1CCCC1>[Br:18][CH:19]([CH3:23])[C:20]([NH:6][C:5]1[C:7]([CH3:9])=[CH:8][C:2]([Br:1])=[CH:3][C:4]=1[CH3:10])=[O:21]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 79047Propanoyl bromide, 2-bromo-HCID 905494-Bromo-2,6-xylidineHCID 516892Sodium Bicarbonate

生成物 1

HCID 600353552-bromo-N-(4-bromo-2,6-dimethylphenyl)propionamide収率 90.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-bromo-2,6-dimethylaniline (100.0 g) in tetrahydrofuran (400 mL) was added triethylamine (60.7 g) and 2-bromopropionyl bromide (129.5 g) under ice-cooling. The mixture was stirred at room temperature for 1 hour and cooled in an ice-cooling bath. To the reaction mixture was added a sodium hydrogencarbonate aqueous solution and the mixture was stirred at room temperature for 30 minutes. The precipitate was collected by filtration, washed with water and diethyl ether, and dried to give 2-bromo-N-(4-bromo-2,6-dimethylphenyl)propionamide (151.2 g).

後処理

  1. temperaturecooling
  2. temperaturecooling bath
  3. stirringthe mixture was stirred at room temperature for 30 minutes
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with water and diethyl ether
  6. customdried

出典と根拠

ORDレコード
ord-21ed26b6a8294e968cfc271412bfa216
出典データセット
uspto-grants-2013_06
特許番号
US08455511B2

反応ノート

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