Benzeneacetic acid, alpha,alpha-dimethyl-, ethyl ester → beta,beta-Dimethylbenzeneethanol

HRID 368813

反応式

HRID 368813 の反応式
[CH3:1][C:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:8])[C:3](OCC)=[O:4].[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[CH3:8][C:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:1])[CH2:3][OH:4]

参加物

4

反応物 2

HCID 232036Benzeneacetic acid, alpha,alpha-dimethyl-, ethyl esterHCID 21226445Aluminium lithium hydride

生成物 1

HCID 219535beta,beta-Dimethylbenzeneethanol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Ethyl 2-methyl-2-phenylpropionate (XXXVIII, 4.50 g, 23.5 mmol) is added to lithium aluminum hydride (0.908 g, 23.5 mmol) in dry ether (100 ml) cooled at 0°. After stirring for 2.5 hr, the mixture is quenched by adding, successively, water (1 ml), aqueous sodium hydroxide (15%, 1 ml) and water (3 ml). After stirring for several minutes, the solids are filtered off and washed well with ether. The filtrate is washed twice with saline and the organic phase is separated, dried over magnesium sulfate and concentrated to give 2-methyl-2-phenylpropanol (XLV), NMR (CDCl3) 1.34, 3.62, 3.71, 7.22 and 7.31-7.41 δ.

後処理

  1. temperaturecooled at 0°
  2. customthe mixture is quenched
  3. additionby adding
  4. stirringAfter stirring for several minutes
  5. filtrationthe solids are filtered off
  6. washwashed well with ether
  7. washThe filtrate is washed twice with saline
  8. customthe organic phase is separated
  9. dry with materialdried over magnesium sulfate
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-e25ed6d082fa4a168dbeaf94ace4da92
出典データセット
uspto-grants-2000_10
特許番号
US06133446

関連ノート

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