Triethylamine → Benzyl prop-2-yn-1-ylcarbamate

HRID 49565

반응식

HRID 49565 반응식
[CH2:1]([NH2:4])[C:2]#[CH:3].C(N(CC)CC)C.[CH2:12]([O:19][C:20](Cl)=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(OCC)(=O)C>[C:20]([NH:4][CH2:1][C:2]#[CH:3])([O:19][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:21]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 239041Propargylamine

생성물 1

HCID 11137906Benzyl prop-2-yn-1-ylcarbamate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of propargylamine (20 g) and triethylamine (60.7 mL) in ethyl acetate (500 mL) was added benzyloxycarbonyl chloride (71.7 g) slowly while maintaining the reaction temperature between −5° C. and +5° C. The mixture was then stirred at room temperature overnight. The mixture was washed sequentially with 1.5 M HCl (200 mL), 5% NaHCO3 in water (200 mL), and saturated aqueous sodium chloride (100 mL). The solvent was switched to hexane while the desired product precipitated as colorless crystals (60.1 g).

후처리

  1. temperaturewhile maintaining the reaction temperature between −5° C. and +5° C
  2. washThe mixture was washed sequentially with 1.5 M HCl (200 mL), 5% NaHCO3 in water (200 mL), and saturated aqueous sodium chloride (100 mL)
  3. customprecipitated as colorless crystals (60.1 g)

출처 및 근거

ORD 기록
ord-528fffcb5f3048898cfbab694e12c1e8
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706885B2

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