Isopropenyl acetate → HCID 14368623, 화합물

HRID 1653835노트

반응식

HRID 1653835 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C([O:18][C:19]([CH3:21])=[CH2:20])(=O)C.C[O-].C([Sn+](CCCC)CCCC)CCC>C1(C)C=CC=CC=1.CC1C=CC=CC=1[P](C1C=CC=CC=1C)([Pd](Cl)(Cl)[P](C1=C(C)C=CC=C1)(C1C=CC=CC=1C)C1C=CC=CC=1C)C1C=CC=CC=1C>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]([CH2:20][C:19](=[O:18])[CH3:21])=[CH:3][CH:4]=2)=[CH:9][CH:10]=1

참가 물질

6

반응물 3

HCID 7916Isopropenyl acetateHCID 27568764-Bromo-4'-chlorobiphenylHCID 11964040Methoxytri-n-butylstannane

생성물 1

HCID 14368623HCID 14368623, 화합물수율 68.3%

시약·촉매·용매 2

HCID 178424406HCID 178424406, 화합물촉매HCID 1140Toluene용매

실험 절차

To a stirred solution of 4-bromo-4'-chlorobiphenyl (16 g; F. R. Shaw and E. E. Turner. J. Chem. Soc., 285 (1932) ), isopropenyl acetate (9 g) and dichlorobis(tri-o-tolylphosphine)palladium (0.47 g) in dry toluene (30 ml), under nitrogen, was added tributyltin methoxide (25.9 ml; Aldrich). The mixture was stirred and heated at 100° for 5 hr, cooled and the solvent evaporated in vacuo. The residue was chromatographed on silica gel, eluting with cyclohexane then ether. The resultant solid was recrystallised from cyclohexane to afford the title compound (10 g), m.p. 79°-81°.

후처리

  1. temperatureheated at 100° for 5 hr
  2. temperaturecooled
  3. customthe solvent evaporated in vacuo
  4. customThe residue was chromatographed on silica gel
  5. washeluting with cyclohexane
  6. customThe resultant solid was recrystallised from cyclohexane

출처 및 근거

ORD 기록
ord-e9b9488455b64804a38a0559ad86553b
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05403934

반응 노트

불러오는 중…