Triethylamine → 4-Fluoro-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoate

HRID 903834노트

반응식

HRID 903834 반응식
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C.[F:24][C:25]1[CH:30]=[CH:29][C:28]([CH:31]=[CH:32][CH:33]([CH:37]([CH3:39])[CH3:38])[C:34](O)=[O:35])=[CH:27][CH:26]=1>CCOCC>[F:24][C:25]1[CH:26]=[CH:27][C:28]([CH:31]=[CH:32][CH:33]([CH:37]([CH3:39])[CH3:38])[C:34]([O:7][CH2:6][C:5]2[CH:8]=[CH:9][C:2]([F:1])=[C:3]([O:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:4]=2)=[O:35])=[CH:29][CH:30]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12874224(4-Fluoro-3-phenoxyphenyl)methanolHCID 538855142-Isopropyl-4-(4-fluorophenyl)-3-butenoic acid

생성물 1

HCID 542271534-Fluoro-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoate

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To a stirred solution of 4-fluoro-3-phenoxybenzyl alcohol (0.22 g, 0.99 mmol) and triethylamine (0.14 g, 1.38 mmol) in ether (about 15 ml), under nitrogen, is added by syringe a solution of the acid chloride of 4-(4-fluorophenyl)-2-isopropyl-3-butenoic acid (1.5 mmol) in ether. The mixture is stirred for 30 minutes and then quenched with saturated aqueous sodium bicarbonate. The ether phase is washed with aqueous sodium bicarbonate, water and brine and filtered through silica. Evaporation of solvent, followed by thin layer chromatography using a circular chromatograph, eluting with 20 percent ether/hexane, gives 4-fluoro-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoate.

후처리

  1. customquenched with saturated aqueous sodium bicarbonate
  2. washThe ether phase is washed with aqueous sodium bicarbonate, water and brine
  3. filtrationfiltered through silica
  4. customEvaporation of solvent
  5. washeluting with 20 percent ether/hexane

출처 및 근거

ORD 기록
ord-575f23f21e424253b649cf25e5e672f4
출처 데이터셋
uspto-grants-1980_10
특허 번호
US04229368

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