Hydrochloric Acid → 2-(4,4-Dimethylcyclohexyl)ethan-1-ol

HRID 397719

反応式

HRID 397719 の反応式
[CH3:1][C:2]1([CH3:14])[CH2:7][CH2:6][CH:5]([CH2:8][C:9](OCC)=[O:10])[CH2:4][CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>O1CCCC1>[CH3:1][C:2]1([CH3:14])[CH2:3][CH2:4][CH:5]([CH2:8][CH2:9][OH:10])[CH2:6][CH2:7]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 23001036(4,4-Dimethyl-cyclohexyl)-acetic acid ethyl ester

生成物 1

HCID 149767172-(4,4-Dimethylcyclohexyl)ethan-1-ol収率 93%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ethyl 2-(4,4-dimethylcyclohexyl)acetate (Preparation 14, 2.0 g, 10 mmol) in tetrahydrofuran (20 ml) under an atmosphere of nitrogen at 0° C. was added lithium aluminium hydride (1.0M solution in tetrahydrofuran, 11 ml, 11 mmol) and the reaction mixture was allowed to warm to room temperature overnight. The mixture was poured onto ice (300 g), acidified to pH 1 with 1N aqueous hydrochloric acid and extracted with dichloromethane (200 ml). The organic extract was dried (MgSO4), filtered and concentrated in vacuo to afford the title compound as a pale yellow oil (1.45 g, 93%).

後処理

  1. additionThe mixture was poured onto ice (300 g)
  2. extractionextracted with dichloromethane (200 ml)
  3. extractionThe organic extract
  4. dry with materialwas dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-60f7de8a69e34da7b1bc99c544292d17
出典データセット
uspto-grants-2003_08
特許番号
US06610711B2

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