Styrene → Methyl-phenyl-carbamic acid 4-styryl-phenyl ester

HRID 1831409

반응식

HRID 1831409 반응식
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.CN(C1CCCCC1)C1CCCCC1.I[C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31](=[O:40])[N:32]([CH3:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:26][CH:25]=1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].CC(C)([P](C(C)(C)C)([Pd][P](C(C)(C)C)(C(C)(C)C)C(C)(C)C)C(C)(C)C)C>[CH:1]([C:24]1[CH:25]=[CH:26][C:27]([O:30][C:31](=[O:40])[N:32]([CH3:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:28][CH:29]=1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

6

반응물 3

HCID 7501StyreneHCID 24210N-Methyl dicyclohexylamineHCID 69517304Methyl-phenyl-carbamic Acid 4-iodo-phenyl Ester

생성물 1

HCID 69517626Methyl-phenyl-carbamic acid 4-styryl-phenyl ester수율 17%

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 178418851HCID 178418851, 화합물촉매

반응 조건

온도
70 °C

실험 절차

Styrene (1.2 mmol), N-methyldicyclohexylamine (1.2 mmol), Pd2(dba)3 (0.03 mmol), Pd(P(t-Bu)3)2 (0.06 mmol) and methyl-phenyl-carbamic acid 4-iodo-phenyl ester (1.0 mmol) were added to a Schlenk tube under nitrogen. The Schlenk tube was evacuated and refilled with nitrogen five times. Then dioxane (2 mL) was added and the reaction mixture was stirred at 70° C. for 8 h. The crude product was purified by flash chromatography (Quad flash 12, EtOAc-heptane) giving the title compound in 17% yield as colorless crystals.

후처리

  1. customThe Schlenk tube was evacuated
  2. additionrefilled with nitrogen five times
  3. additionThen dioxane (2 mL) was added
  4. customThe crude product was purified by flash chromatography (Quad flash 12, EtOAc-heptane)

출처 및 근거

ORD 기록
ord-49393bbb9461493097fe5b44df1672b2
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067517B2

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