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Boron trifluoride etherate → 2-[4-(4-Chlorophenyl)phenyl]-5-ethyl-5-phenyl-1,3-dioxolan-4-one

HRID 1702539
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HRID 1702539 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.O[C:17]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([CH2:21][CH3:22])[C:18]([OH:20])=[O:19].B(F)(F)F.CCOCC>C(OCC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:15]=[CH:14][C:11]([CH:12]3[O:20][C:18](=[O:19])[C:17]([CH2:21][CH3:22])([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[O:13]3)=[CH:10][CH:9]=2)=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8000Boron trifluoride etherateHCID 2873222-Hydroxy-2-phenylbutanoic acidHCID 5925704'-Chloro[1,1'-biphenyl]-4-carbaldehyde

생성물 1

HCID 127737622-[4-(4-Chlorophenyl)phenyl]-5-ethyl-5-phenyl-1,3-dioxolan-4-one수율 45%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a stirred solution of 4-(4-chlorophenyl)benzaldehyde (2.16 g.) and 2-hydroxy-2-phenylbutyric acid (1.8 g.) in anhydrous diethyl ether (50 ml.) was added boron trifluoride etherate (2.2 g.). After stirring at room temperature for 12 hours, the solution was washed with 10% w/v sodium acetate solution (2×20 ml.) and then with water (2×20 ml.) and dried (Na2SO4). The solution was filtered and evaporated to give an oil which on crystallisation from methanol gave 2-[4-(4-chlorophenyl)phenyl]-5-ethyl-5-phenyl-1,3-dioxolan-4-one (1.7 g.) m.p. 80°-83° C.

후처리

  1. washthe solution was washed with 10% w/v sodium acetate solution (2×20 ml.)
  2. dry with materialwith water (2×20 ml.) and dried (Na2SO4)
  3. filtrationThe solution was filtered
  4. customevaporated
  5. customto give an oil which
  6. customon crystallisation from methanol

출처 및 근거

ORD 기록
ord-1041ae49bc89418596993a2520478c20
출처 데이터셋
uspto-grants-1982_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04348322

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