Potassium Hydroxide → 2-Cyclohexylideneacetic acid

HRID 1244452

反応式

HRID 1244452 の反応式
[OH-].[K+].C([O:5][C:6](=[O:14])[CH:7]=[C:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)C>O.CO>[C:8]1(=[CH:7][C:6]([OH:14])=[O:5])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 73776Ethyl cyclohexylideneacetate

生成物 1

HCID 962062-Cyclohexylideneacetic acid収率 100%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of KOH (1.0 g, 18 mmol) dissolved in water (25 mL) and Intermediate 3 (1.6 g, 9.5 mmol) dissolved in MeOH (5 mL) was stirred for 18 hours at room temperature. The reaction was refluxed for one hour, cooled, then extracted with EtOAc. The aqueous layer was acidified with 1N NCl and extracted with EtOAc, washed with brine, dried (Na2SO4), and concentrated in vacuo to provide 1.3 g (100%) of Intermediate 4. 1H NMR (DMSO-d6) δ: 1.55 (br s, 6H) 2.1 (m, 2H), 2.8 (m, 2H), 5.5 (s, 1H), 11.9 (s, 1H); MS ES−m/e 139.1 (p−1).

後処理

  1. temperatureThe reaction was refluxed for one hour
  2. temperaturecooled
  3. extractionextracted with EtOAc
  4. extractionextracted with EtOAc
  5. washwashed with brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-965e90e91c0f4179825256b49f9ee004
出典データセット
uspto-grants-2006_10
特許番号
US07122554B2

関連ノート

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