Methanol → HCID 118046800, 화합물

HRID 63878노트

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HRID 63878 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][C:11]([C:17]3[CH:22]=[C:21]([Cl:23])[C:20]([F:24])=[C:19]([Cl:25])[CH:18]=3)([C:13]([F:16])([F:15])[F:14])[O:10][N:9]=2)=[CH:4][C:3]=1[CH3:26].[C:27]([O-:30])(=[O:29])C.[Na+].[CH3:32]O>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Cl:25][C:19]1[CH:18]=[C:17]([C:11]2([C:13]([F:16])([F:15])[F:14])[O:10][N:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([C:27]([O:30][CH3:32])=[O:29])=[C:3]([CH3:26])[CH:4]=3)[CH2:12]2)[CH:22]=[C:21]([Cl:23])[C:20]=1[F:24]

참가 물질

5

반응물 3

HCID 887MethanolHCID 517045Sodium AcetateHCID 118046969HCID 118046969, 화합물

생성물 1

HCID 118046800HCID 118046800, 화합물

시약·촉매·용매 1

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매

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온도
110 °C

실험 절차

Into a 30-mL pressure tank reactor (20 atm), was placed methanol (10 mL), 3-(4-bromo-3-methylphenyl)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazole (80 mg, 0.17 mmol, 1.00 equiv), sodium acetate (41 mg, 0.50 mmol, 3.00 equiv), Pd(dppf)Cl2 (12 mg, 0.02 mmol, 0.10 equiv), CO (20 atm). The resulting solution was stirred overnight at 110° C. in an oil bath. The reaction mixture was cooled. The residue was purified by Prep-TLC (EtOAc:PE=10:1). This resulted in 60 mg (78%) of methyl 4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoate as colorless oil.

후처리

  1. customInto a 30-mL pressure tank reactor (20 atm), was placed
  2. temperatureThe reaction mixture was cooled
  3. customThe residue was purified by Prep-TLC (EtOAc:PE=10:1)
  4. customThis resulted in 60 mg (78%) of methyl 4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoate as colorless oil

출처 및 근거

ORD 기록
ord-08c948a789b84a4ba92f40f0ecfa1a4d
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447084B2

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