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Tributylphosphine → {4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-acetic Acid Methyl Ester

HRID 984941
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반응식

HRID 984941 반응식
C(P(CCCC)CCCC)CCC.[OH:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C:22]([O:24][CH3:25])=[O:23])=[CH:17][CH:16]=1.[Br:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]([C:37]2[CH:42]=[CH:41][C:40]([Br:43])=[CH:39][CH:38]=2)=[CH:34][CH2:35]O)=[CH:29][CH:28]=1>C1COCC1>[CH3:25][O:24][C:22](=[O:23])[CH2:21][C:18]1[CH:17]=[CH:16][C:15]([O:14][CH2:35][CH:34]=[C:33]([C:30]2[CH:29]=[CH:28][C:27]([Br:26])=[CH:32][CH:31]=2)[C:37]2[CH:38]=[CH:39][C:40]([Br:43])=[CH:41][CH:42]=2)=[CH:20][CH:19]=1
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참가 물질

5

반응물 3

HCID 13831TributylphosphineHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl esterHCID 222703043,3-Bis-(4-bromophenyl)prop-2-en-1-ol

생성물 1

HCID 10164759{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-acetic Acid Methyl Ester수율 62%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Under a atmosphere of nitrogen, azodicarboxylic dipiperidide (504 mg, 2.0 mmol) was added at 0-5° C. to a stirred solution of tributylphosphine (404 mg, 2.0 mmol), methyl 4-hydroxyphenylacetate (250 mg, 1.5 mmol) and 3,3-bis-(4-bromophenyl)prop-2-en-1-ol (552 mg, 1.5 mmol) in dry THF (10 ml), the mixture stirred for 1 h, filtered and concentrated in vacuo. The crude product was then purified by column chromatography on silica (toluene eluent). The purified product was suspended in petroleum ether, filtered to give 480 mg (62%) of the title compound.

후처리

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customThe crude product was then purified by column chromatography on silica (toluene eluent)
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-b29ddc4592994e9692b51603f618b63c
출처 데이터셋
uspto-grants-2005_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06869967B2

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