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Hydrochloric Acid → HCID 54244847、化合物

HRID 1196265
ノート
印刷プレビュー

反応式

HRID 1196265 の反応式
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:12][CH2:11][C:10](=[O:13])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[C:21]([O-:24])(C)C.[K+].C(OCC)=O.Cl>C(O)(C)(C)C.O.C(OCC)(=O)C>[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:8][CH2:9][C:10](=[O:13])[CH:11]([CH:21]=[O:24])[CH2:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 8025Ethyl formateHCID 1382814,4-DiphenylcyclohexanoneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 54244847HCID 54244847、化合物収率 107.9%

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 6386
tert-Butanol
溶媒
2 回
HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

4,4-Diphenylcyclohexanone (40 g) is added to a solution of potassium tert-butylate (66.5 g) in tert-butanol (500 cc), and a solution of ethyl formate (47.6 cc) in tert-butanol (500 cc) is then added dropwise. The reaction mixture is stirred at 50° C. for 8 hours, then cooled and diluted with water (3000 cc) and ethyl acetate (750 cc) and acidified to pH 2 with 4N hydrochloric acid. The aqueous phase is extracted with ethyl acetate (2×250 cc) and the combined organic phases are washed with water (250 cc) and saturated sodium chloride solution (250 cc), then dried over magnesium sulphate and concentrated to dryness under reduced pressure (2.7 kPa). 4,4-Diphenyl-2-formylcyclohexanone (48 g) is obtained, and is used without purification for the next step of the synthesis.

後処理

  1. temperaturecooled
  2. extractionThe aqueous phase is extracted with ethyl acetate (2×250 cc)
  3. washthe combined organic phases are washed with water (250 cc) and saturated sodium chloride solution (250 cc)
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

出典と根拠

ORDレコード
ord-82e7a96350c84e6ab6bfa52f7acf00f3
出典データセット
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05112988

反応ノート

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