Benzylamine → Tert-butyl 2-(benzylamino)acetate

HRID 655498ノート

反応式

HRID 655498 の反応式
Br[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[CH2:10]([NH2:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(#N)C>[C:6]([O:5][C:3](=[O:4])[CH2:2][NH:17][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([CH3:9])([CH3:8])[CH3:7]

参加物

4

反応物 2

HCID 7504BenzylamineHCID 79177tert-Butyl bromoacetate

生成物 1

HCID 11020442Tert-butyl 2-(benzylamino)acetate収率 108%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
2.5 °C

実験手順

40 g (205 mmol, 1 eq.) tert-butyl bromoacetate were dissolved in 200 ml acetonitrile. The solution was cooled to 0-5° C. and 47 g benzylamine (2.14 eq.) in solution in 90 ml acetonitrile were added over 15 min. After 5 min, the reaction mixture was warmed to room temperature and stirred for 3 h (IPC by GC). The resulting suspension was filtered and evaporated to constant weight to give 49 g of a yellow oil. The oil was dissolved in 200 ml heptane and washed 3 times with 50 ml aq. sodium hydrogencarbonate solution. The organic phase was dried over sodium sulfate, filtered and evaporated to give 35.8 g of the crude product. Distillation under high vacuum afforded 27.2 g of the title product (95% pure by GC).

後処理

  1. temperaturethe reaction mixture was warmed to room temperature
  2. filtrationThe resulting suspension was filtered
  3. customevaporated to constant weight

出典と根拠

ORDレコード
ord-3ca04a173c1949649c869ba250c7165b
出典データセット
uspto-grants-2011_12
特許番号
US08071586B2

反応ノート

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