Hydrochloric Acid → alpha-Oxocyclohexaneacetic acid

HRID 377147

反応式

HRID 377147 の反応式
[CH:1]1([C:7](=[O:13])[C:8]([O:10]CC)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.[OH-].[Na+].Cl>CO>[CH:1]1([C:7](=[O:13])[C:8]([OH:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 11041407Ethylcyclohexyl(oxo)acetate

生成物 1

HCID 78060alpha-Oxocyclohexaneacetic acid収率 100%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

To a solution of ethyl cyclohexyloxoacetate (46 g) in MeOH (25 mL) was added water (60 mL) and NaOH (50% 20 mL) at 0-15° C. The reaction mixture was heated to 60° C. for 1.5 h. The reaction mixture was cooled with ice-water bath, and acidified with 15% HCl till pH 1. The mixture was extracted with ethyl acetate (2×250 mL). The extracts were washed with brine, dried with sodium sulfate. The drying agent was removed by filtration and the solvent was removed to give a low melting solid (39 g, 99%). 1H NMR: δ 1.15-1.40 (m, 5H,), 1.62-1.96 (m, 5H). 3.20 (m, 1H), 9.4 (s, 1H). 13C-NMR δ, 25.93, 25.76, 27.89, 45.04, 160.90, 198.29.

後処理

  1. temperatureThe reaction mixture was cooled with ice-water bath
  2. extractionThe mixture was extracted with ethyl acetate (2×250 mL)
  3. washThe extracts were washed with brine
  4. dry with materialdried with sodium sulfate
  5. customThe drying agent was removed by filtration
  6. customthe solvent was removed

出典と根拠

ORDレコード
ord-dcd8cbebc73e414fa1400d84c56ff23c
出典データセット
uspto-grants-2000_02
特許番号
US06025177

関連ノート

読み込み中…