Hydrochloric Acid → 3-(1-Hydroxy-2,2,2-trifluoro-1-trifluoromethylethyl)-2-methyl-7-nitrobenzo[b]furan

HRID 342424

반응식

HRID 342424 반응식
[CH3:1][C:2]1[O:6][C:5]2[C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=[CH:10][C:4]=2[CH:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[F:18][C:19]([F:27])([F:26])[C:20]([C:22]([F:25])([F:24])[F:23])=[O:21].O.O.O.FC(F)(F)C(C(F)(F)F)=O.S(=O)(=O)(O)O.Cl>ClCCl>[OH:21][C:20]([C:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:5]=2[O:6][C:2]=1[CH3:1])([C:22]([F:25])([F:24])[F:23])[C:19]([F:27])([F:26])[F:18]

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 12695HexafluoroacetoneHCID 36719Hexafluoroacetone trihydrateHCID 6451240Aluminum(III) ChlorideHCID 132018972-Methyl-7-nitrobenzofuran

생성물 1

HCID 867535533-(1-Hydroxy-2,2,2-trifluoro-1-trifluoromethylethyl)-2-methyl-7-nitrobenzo[b]furan

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Into a mixture of 2-methyl-7-nitrobenzo[b]furan (200 mg) and aluminum chloride (301 mg) in dichloromethane was passed hexafluoroacetone gas which was made from hexafluoroacetone trihydrate (4.7 ml) and conc. sulfuric acid (15 ml). The mixture was stirred at ambient temperature for 4 hours and then, cooled to 4° C. To the mixture was added 1N-hydrochloric acid dropwise. The organic layer was separated, washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel and the obtained oil was crystallized from n-hexane to give 3-(1-hydroxy-2,2,2-trifluoro-1-trifluoromethylethyl)-2-methyl-7-nitrobenzo[b]furan (265 mg).

후처리

  1. temperaturecooled to 4° C
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography on silica gel
  7. customthe obtained oil was crystallized from n-hexane

출처 및 근거

ORD 기록
ord-9ad3bf85b765418e9a85d1c8f96c856a
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05858995

연결된 노트

불러오는 중…