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9-Fluorenylmethyl chloroformate → (9H-Fluoren-9-yl)methyl (3-bromopropyl)carbamate

HRID 1005586
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반응식

HRID 1005586 반응식
Br.[Br:2][CH2:3][CH2:4][CH2:5][NH2:6].C(N(C(C)C)CC)(C)C.[CH:16]1[C:28]2[CH:27]([CH2:29][O:30][C:31](Cl)=[O:32])[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]=2[CH:19]=[CH:18][CH:17]=1>ClCCl>[CH:16]1[C:28]2[CH:27]([CH2:29][O:30][C:31]([NH:6][CH2:5][CH2:4][CH2:3][Br:2])=[O:32])[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]=2[CH:19]=[CH:18][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 343679-Fluorenylmethyl chloroformateHCID 787013-Bromopropylamine hydrobromideHCID 81531Diisopropylethylamine

생성물 1

HCID 16218514(9H-Fluoren-9-yl)methyl (3-bromopropyl)carbamate수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 3-bromopropylamine hydrobromide (5.0 g) and diisopropylethylamine (5.90 g) in dichloromethane (80 ml) was added portionwise 9-fluorenylmethoxycarbonyl chloride (5.91 g) and the mixture was stirred at ambient temperature for 3 hours and stand overnight. The resulting mixture was diluted with dichloromethane (50 ml) and the organic layer was washed successively with 1N hydrochloric acid and brine. Drying, filtering and removal of solvents afforded a crude product. The crude product was triturated with diethyl ether-hexane (1:5) to give 3-(9-fluorenylmethoxycarbonylamino)propyl bromide (7.82 g).

후처리

  1. waitstand overnight
  2. washthe organic layer was washed successively with 1N hydrochloric acid and brine
  3. customDrying
  4. filtrationfiltering
  5. customremoval of solvents
  6. customafforded a crude product
  7. customThe crude product was triturated with diethyl ether-hexane (1:5)

출처 및 근거

ORD 기록
ord-ce10aff9c11546a8884f0c2290356816
출처 데이터셋
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06054457

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