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Acetyl chloride → 1-Acetoxy-3-(benzyloxycarbonylamino)propane

HRID 64932
ノート
印刷プレビュー

反応式

HRID 64932 の反応式
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][OH:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:23](Cl)(=[O:25])[CH3:24]>C(Cl)Cl>[C:23]([O:15][CH2:14][CH2:13][CH2:12][NH:11][C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10])(=[O:25])[CH3:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 562256Benzyl N-(3-hydroxypropyl)carbamate

生成物 1

HCID 202357821-Acetoxy-3-(benzyloxycarbonylamino)propane収率 111%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In 200 ml of methylene chloride was dissolved 21 g of the 3-(benzyloxycarbonylamino)propanol, and 11 g of triethylamine was added thereto, after which 8.6 g of acetyl chloride was added thereto dropwise at -10° C. to -5° C. The resulting mixture was subjected to reaction at the same temperature for 1 hour. Subsequently, at room temperature, the reaction mixture was washed successively with 50 ml of diluted hydrochloric acid, 50 ml of a saturated aqueous sodium hydrogencarbonate solution and 50 ml of water, and then dried over anhydrous magnesium sulfate, after which the solvent was removed by distillation under reduced pressure to obtain 28 g of oily 1-acetoxy-3-(benzyloxycarbonylamino)propane.

後処理

  1. additionwas added
  2. customdropwise at -10° C. to -5° C
  3. customThe resulting mixture was subjected to reaction at the same temperature for 1 hour
  4. washSubsequently, at room temperature, the reaction mixture was washed successively with 50 ml of diluted hydrochloric acid, 50 ml of a saturated aqueous sodium hydrogencarbonate solution and 50 ml of water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customafter which the solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-1ead32642c024c7184a3d3b0a0c4f39d
出典データセット
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04610983

反応ノート

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