Hydroxylamine → Benzyl hydroxycarbamate

HRID 898161

반응식

HRID 898161 반응식
[NH2:1][OH:2].C([O-])([O-])=O.[K+].[K+].Cl[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11]>C(Cl)Cl>[C:10]([NH:1][OH:2])([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11]

참가 물질

5

반응물 3

HCID 787HydroxylamineHCID 10387Benzyl chloroformateHCID 11430Potassium Carbonate

생성물 1

HCID 18907Benzyl hydroxycarbamate수율 135.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of crude amino alcohol 1f (223 g, 1.19 mol) in 1 L of CH2Cl2 was treated with a 1 L aqueous solution of K2CO3 (200 g, 1.45 mol) and cooled in a ice bath. The mixture is stirred vigorously while benzyl chloroformate (225 g, 1.3 mol) is added slowly. After the addition is complete the mixture is stirred an additional 30 min. The organic layer is separated and washed with water, brine and concentrated to give 390 g of crude product. This is recrystallized from hexane to give 270 g of N-CBZ amino alcohol 1 g.

후처리

  1. temperaturecooled in a ice bath
  2. additionis added slowly
  3. additionAfter the addition
  4. customThe organic layer is separated
  5. washwashed with water, brine
  6. concentrationconcentrated
  7. customto give 390 g of crude product
  8. customThis is recrystallized from hexane

출처 및 근거

ORD 기록
ord-485bca5cd3f948ba9ce67e774ca138bd
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07351720B2

연결된 노트

불러오는 중…