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

HRID 49565ノート

反応式

HRID 49565 の反応式
[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]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 239041Propargylamine

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-528fffcb5f3048898cfbab694e12c1e8
出典データセット
uspto-grants-2004_03
特許番号
US06706885B2

反応ノート

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