Benzene → Phenol

HRID 1723501ノート

反応式

HRID 1723501 の反応式
C1C=CC=CC=1.FC(F)(F)C(OO)=O.CCCCCCCC.[F:23][C:24]([F:35])([F:34])[C:25]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:26]>FC(F)(F)C(O)=O.C([O-])(=O)C.[Co+2].C([O-])(=O)C.O>[F:23][C:24]([F:34])([F:35])[C:25]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:26].[C:28]1([OH:27])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

参加物

9

反応物 4

HCID 241Benzene2 回HCID 356OctaneHCID 68143Acetic acid, 2,2,2-trifluoro-, phenyl esterHCID 10290812Trifluoroperacetic acid

生成物 2

HCID 996PhenolHCID 68143Acetic acid, 2,2,2-trifluoro-, phenyl ester

試薬・触媒・溶媒 3

HCID 6277Cobalt diacetate触媒HCID 962Water溶媒HCID 6422Trifluoroacetic acid溶媒3 回

実験手順

To a solution of benzene (0.428 g, 5.49 mmol) and cobalt(II) acetate (0.179 g, 1.01 mmol) in 50 mL of trifluoroacetic acid/10% trifluoroacetic anhydride at 25° C. was added 10 mL of a 0.5M solution of trifluoroperacetic acid in trifluoroacetic acid/10% trifluoracetic anhydride (cooled to 0° C.) by syringe pump over 20 h with stirring. The reaction mixture was initially a reddish-pink color which turned to dark green-black upon addition of the peracid. After the addition was complete, the reaction mixture was stirred an additional 7 h, then analyzed by gas chromatography using n-octane as an internal standard. The yield of phenyl trifluoroacetate was 56%, with a 58% conversion of benzene (selectivity to phenyl trifluoroacetate=96%). Addition of water to the reaction mixture resulted in the quantitative conversion of phenyl trifluoroacetate to phenol and trifluoroacetic acid solvent.

後処理

  1. additionAfter the addition
  2. stirringthe reaction mixture was stirred an additional 7 h

出典と根拠

ORDレコード
ord-81c2fa59cb5349f0a6a66f6a4247e520
出典データセット
uspto-grants-1989_08
特許番号
US04861911

反応ノート

読み込み中…