Dichloromethane → Benzyl N-(3-hydroxypropyl)carbamate

HRID 85352

반응식

HRID 85352 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][OH:5].C([O-])([O-])=O.[Na+].[Na+].[CH:12]1[CH:17]=[CH:16][C:15]([CH2:18][O:19][C:20](Cl)=[O:21])=[CH:14][CH:13]=1.C(Cl)Cl>C1COCC1.O>[OH:5][CH2:4][CH2:3][CH2:2][NH:1][C:20](=[O:21])[O:19][CH2:18][C:15]1[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=1

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 90863-Amino-1-propanolHCID 10340Sodium CarbonateHCID 10387Benzyl chloroformate

생성물 1

HCID 562256Benzyl N-(3-hydroxypropyl)carbamate수율 90.5%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of 3-aminopropan-1-ol (5.0 g, 67 mmol), Na2CO3 (8.8 g, 83 mmol) in THF (40 mL) and H2O (130 mL) at 0° C. was added Cbz-Cl (14.8 g, 87 mmol). The reaction mixture was stirred (RT, 1 h). Water (500 mL) and CH2Cl2 (500 mL) were added, and the layers were separated. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (PE:EtOAc, 5:1) to afford benzyl 3-hydroxypropylcarbamate as a white solid (12.6 g, 90.5%).

후처리

  1. customthe layers were separated
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel chromatography (PE:EtOAc, 5:1)

출처 및 근거

ORD 기록
ord-15d10ead0c554d5d9ce2ae92b7fb8a25
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846972B2

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