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

HRID 64932
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HRID 64932 반응식
[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]
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참가 물질

5

반응물 3

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

생성물 1

HCID 202357821-Acetoxy-3-(benzyloxycarbonylamino)propane수율 111%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1ead32642c024c7184a3d3b0a0c4f39d
출처 데이터셋
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04610983

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