P-Xylene → 2-(2,5-Dimethylphenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol

HRID 1873934ノート

反応式

HRID 1873934 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:8])=[CH:6][CH:7]=1.[F:9][C:10]([F:18])([F:17])[C:11]([C:13]([F:16])([F:15])[F:14])=[O:12]>[Cl-].[Al+3].[Cl-].[Cl-].Cl>[F:9][C:10]([F:18])([F:17])[C:11]([C:3]1[CH:4]=[C:5]([CH3:8])[CH:6]=[CH:7][C:2]=1[CH3:1])([OH:12])[C:13]([F:16])([F:15])[F:14]

参加物

5

反応物 2

HCID 7809P-XyleneHCID 12695Hexafluoroacetone

生成物 1

HCID 27750852-(2,5-Dimethylphenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol収率 88.2%

試薬・触媒・溶媒 2

HCID 6451240Aluminum(III) Chloride触媒HCID 313Hydrochloric Acid溶媒

実験手順

A 1 L reactor was charged under nitrogen with 200.0 g (1.88 mol) of p-xylene and 12.5 g (0.094 mol/0.05 eq) of aluminum chloride, followed by adjusting the inside temperature to 18° C. Then, 327.7 g (1.97 mol/1.05 eq) of hexafluoroacetone was introduced in a temperature range of 18-25° C. After the introduction, stirring was conducted at room temperature for 3 hr. Then, 200 mL of 10% hydrochloric acid was added. The resulting aqueous layer was extracted two times with 50 mL of chloroform. The resulting organic layers were combined together, followed by removing water with anhydrous magnesium sulfate, filtration, concentration, and vacuum distillation, thereby obtaining 451.3 g of 2-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-1,4-dimethylbenzene represented by the following formula. Upon this, purity was 92%, and yield was 81%.

後処理

  1. customto 18° C
  2. extractionThe resulting aqueous layer was extracted two times with 50 mL of chloroform
  3. customby removing water
  4. filtrationwith anhydrous magnesium sulfate, filtration, concentration, and vacuum distillation

出典と根拠

ORDレコード
ord-a3ab1ddc8b754a9bb07f48c596c41347
出典データセット
uspto-grants-2012_11
特許番号
US08304508B2

反応ノート

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