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

HRID 342424

反応式

HRID 342424 の反応式
[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]

参加物

8

反応物 6

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9ad3bf85b765418e9a85d1c8f96c856a
出典データセット
uspto-grants-1999_01
特許番号
US05858995

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