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Carbon tetrabromide → HCID 86673576, 화합물

HRID 455279
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HRID 455279 반응식
O[C@@H:2]1[CH2:22][N:5]2[C:6](=[O:21])[N:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:11][CH:10]=3)[CH2:8][C@H:4]2[CH2:3]1.C(Br)(Br)(Br)[Br:24].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C(#N)C>[Br:24][C@H:2]1[CH2:22][N:5]2[C:6](=[O:21])[N:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:11][CH:10]=3)[CH2:8][C@H:4]2[CH2:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 70976202HCID 70976202, 화합물

생성물 1

HCID 86673576HCID 86673576, 화합물수율 79%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of (6S,7aR)-6-Hydroxy-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one (example 33, step f) (900 mg, 2.848 mmol) in acetonitrile (10 ml) was added CBr4 (2.24 g, 8.544 mmol) at room temperature and stirred for 10 min. PPh3 (2.83 g, 8.544 mmol) was added and left stirring for 12 h at room temperature. The mixture was concentrated and the residue was purified through column chromatography over silica (elution with 10% ethyl acetate in hexane) to yield 850 mg (79%) of the title compound as white solid. LC-MS: 381.1 [M+1]+.

후처리

  1. waitleft
  2. stirringstirring for 12 h at room temperature
  3. concentrationThe mixture was concentrated
  4. customthe residue was purified through column chromatography over silica (elution with 10% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-9c1783fe7ba847e89de5042afe5ef6ff
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08497288B2

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