Sodium Carbonate → Ethyl (1,2-diphenylethyl)carbamate

HRID 1769823

反応式

HRID 1769823 の反応式
[C:1]1([CH:7]([NH2:15])[CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[Na+].[Na+].Cl[C:23]([O:25][CH2:26][CH3:27])=[O:24]>C(Cl)Cl.O>[C:23]([NH:15][CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)([O:25][CH2:26][CH3:27])=[O:24]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 10928Ethyl chloroformateHCID 264821,2-Diphenylethylamine

生成物 1

HCID 234956Ethyl (1,2-diphenylethyl)carbamate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
10 °C

実験手順

To a stirred two phase solution of 1,2-diphenylethylamine (30.0 g, 0.15 mol) in 300 ml of methylene chloride and 500 ml of water was added sodium carbonate (23.9 g, 0.225 mol) and the solution was cooled to 10° C. under nitrogen. Ethyl chloroformate (21.5 ml, 0.225 mol) was added dropwise over a one hour period. The reaction was warmed to ambient temperature and stirred at that temperature for 3 hours. The phases were separated and the aqueous phase was extracted with methylene chloride (75 ml). The combined methylene chloride extracts were washed with 1N HCl (200 ml), brine (200 ml), dried and evaporated to a white solid, 40.3 g. Recrystallization from cyclohexane gave N-carboethoxy-1,2-diphenylethylamine, mp 74°-75° C.

後処理

  1. temperatureThe reaction was warmed to ambient temperature
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with methylene chloride (75 ml)
  4. washThe combined methylene chloride extracts were washed with 1N HCl (200 ml), brine (200 ml)
  5. customdried
  6. customevaporated to a white solid, 40.3 g
  7. customRecrystallization from cyclohexane

出典と根拠

ORDレコード
ord-09395dfe427c4f478ab8b89a7038c914
出典データセット
uspto-grants-1995_01
特許番号
US05382683

関連ノート

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