Phenol → HCID 67333442、化合物

HRID 1669642ノート

反応式

HRID 1669642 の反応式
[F:1][C:2]([F:11])([F:10])[CH:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.[C:12]1([OH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>Cl.CCOC(C)=O.C([O-])(O)=O.[Na+]>[F:1][C:2]([F:11])([F:10])[CH:3]1[CH2:8][CH2:7][C:6]([C:15]2[CH:16]=[CH:17][C:12]([OH:18])=[CH:13][CH:14]=2)([C:15]2[CH:16]=[CH:17][C:12]([OH:18])=[CH:13][CH:14]=2)[CH2:5][CH2:4]1

参加物

6

反応物 2

HCID 996PhenolHCID 27774914-(Trifluoromethyl)cyclohexanone

生成物 1

HCID 67333442HCID 67333442、化合物

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

A solution of 4-(trifluoromethyl)cyclohexanone (1.13 g, 6.8 mmol) and phenol (2.01 g, 21.4 mmol) in 3 mL of concentrated HCl (aq) was stirred at 40° C. for 18 h. The reaction mixture was diluted with EtOAc and saturated aqueous NaHCO3 was slowly added. The organic layer was collected and the aqueous layer was extracted twice with EtOAc. The combined organic layers were concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with a gradient of 0% to 40% EtOAc/hexanes over 10 column volumes, then 40% to 100% EtOAc/hexanes over 5 column volumes, affording the title compound as a white solid.

後処理

  1. additionwas slowly added
  2. customThe organic layer was collected
  3. extractionthe aqueous layer was extracted twice with EtOAc
  4. concentrationThe combined organic layers were concentrated under reduced pressure
  5. customThe residue was purified by flash chromatography on silica gel eluting with a gradient of 0% to 40% EtOAc/hexanes over 10 column volumes

出典と根拠

ORDレコード
ord-66dcd8f751764dc8aef01be8a59c9e70
出典データセット
uspto-grants-2011_08
特許番号
US07989472B2

反応ノート

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