Acetone → 6-Hydroxy-2,2-dimethylchroman-4-one

HRID 613433

反応式

HRID 613433 の反応式
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:5]=1[OH:11])=[O:3].N1C[CH2:15][CH2:14][CH2:13]1.CC(C)=O>C(#N)C>[CH3:13][C:14]1([CH3:15])[CH2:1][C:2](=[O:3])[C:4]2[C:5](=[CH:6][CH:7]=[C:8]([OH:10])[CH:9]=2)[O:11]1

参加物

5

反応物 3

HCID 180AcetoneHCID 102792-AcetylhydroquinoneHCID 31268Pyrrolidine

生成物 1

HCID 35198596-Hydroxy-2,2-dimethylchroman-4-one収率 81.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
45 °C

実験手順

A reaction mixture of 100 g (0.65 mol) of 2,5-dihydroxyacetophenone in 1 l of acetonitrile, 130 ml (1.55 mol) of pyrrolidine and 290 ml (3.95 mol) of acetone was heated at 45° C. for 8 h. The sol. were then removed i. vac. and the residue was dissolved in 1 l of EA. The organic phase was washed twice with dilute hydrochloric acid, stirred with activated carbon and dried over magnesium sulfate and substantially concentrated. The residue was stirred with petroleum ether and the precipitate was filtered off with suction giving 102 g of 2,2-dimethyl-6-hydroxychroman-4-one, m.p. 161° C.

後処理

  1. customThe sol. were then removed i
  2. dissolutionand the residue was dissolved in 1 l of EA
  3. washThe organic phase was washed twice with dilute hydrochloric acid
  4. dry with materialdried over magnesium sulfate
  5. concentrationsubstantially concentrated
  6. stirringThe residue was stirred with petroleum ether
  7. filtrationthe precipitate was filtered off with suction

出典と根拠

ORDレコード
ord-ba9a7dbe4dde4653b6ac93c3127603d3
出典データセット
uspto-grants-1999_12
特許番号
US06008245

関連ノート

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