Sodium Hydroxide → 2-(4-tert-Butylcyclohexyl)acetic acid

HRID 2268751

反応式

HRID 2268751 の反応式
C[O:2][C:3](=[O:15])[CH2:4][CH:5]1[CH2:10][CH2:9][CH:8]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:7][CH2:6]1.[OH-].[Na+]>CO>[C:11]([CH:8]1[CH2:9][CH2:10][CH:5]([CH2:4][C:3]([OH:15])=[O:2])[CH2:6][CH2:7]1)([CH3:14])([CH3:12])[CH3:13]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 12808867Methyl 2-(4-tert-butylcyclohexyl)acetate

生成物 1

HCID 41507362-(4-tert-Butylcyclohexyl)acetic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(4-tert-Butylcyclohexyl)acetic acid methyl ester (9.81 g, 46.5 mmol) was dissolved in methanol 950 ml) and cooled on an ice bath. 2M Sodium hydroxide solution (50 ml, 100 mmol) was added with stirring. When addition was complete the reaction mixture was allowed to warm to room temperature and was stirred overnight. The methanol was evaporated in vacuo and the remaining aqueous phase was acidified to pH1 with 1M hydrochloric acid. The aqueous phase was then extracted with ethyl acetate(3×). The organic extracts were combined, dried over magnesium sulphate, filtered and evaporated to give a white solid, (8.66 g, 94%). 1H-NMR δ (CDCl3) (as a mixture of cis-trans isomers), 2.43 (0.1 H, d, J=8 Hz), 2.24 (0.9H, d, J=7 Hz), 1.92-1.47 (5H, m), 1.18-0.90 (5H, m) and 0.87 (9H, s).

後処理

  1. temperaturecooled on an ice bath
  2. additionWhen addition
  3. stirringwas stirred overnight
  4. customThe methanol was evaporated in vacuo
  5. extractionThe aqueous phase was then extracted with ethyl acetate(3×)
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. customevaporated
  9. customto give a white solid, (8.66 g, 94%)

出典と根拠

ORDレコード
ord-517e140fdb20439f84956e1d88366a6b
出典データセット
uspto-grants-2001_12
特許番号
US06329373B1

関連ノート

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