Acetic Acid → Ethyl 2-cyano-2-cyclopropylacetate

HRID 714812

反応式

HRID 714812 の反応式
[H-].[Na+].[C:3](=[O:10])([O:7][CH2:8][CH3:9])OCC.[CH:11]1([CH2:14][C:15]#[N:16])[CH2:13][CH2:12]1.C(O)(=O)C>C1(C)C=CC=CC=1.O>[C:15]([CH:14]([CH:11]1[CH2:13][CH2:12]1)[C:3]([O:7][CH2:8][CH3:9])=[O:10])#[N:16]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 643447Cyclopropylacetonitrile

生成物 1

HCID 10606956Ethyl 2-cyano-2-cyclopropylacetate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒2 回

実験手順

To a solution of sodium hydride (60% in mineral oil, 38 g) and diethyl carbonate (97 mL) in toluene (240 mL) was added dropwise a solution of cyclopropylacetonitrile (32 g) in toluene (120 mL) over 40 min with heating under reflux, and the mixture was heated under reflux for additional 2 hr. The mixture was neutralized with acetic acid (120 mL) in an ice bath, water was added thereto, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was distilled (boiling point 69-72° C., 4.0 mmHg) to give the title compound (50 g).

後処理

  1. temperaturewith heating
  2. temperatureunder reflux
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for additional 2 hr
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe obtained organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent was evaporated under reduced pressure
  9. distillationThe residue was distilled (boiling point 69-72° C., 4.0 mmHg)

出典と根拠

ORDレコード
ord-a8056b8feeef4ce19a2335a9680a46aa
出典データセット
uspto-grants-2015_11
特許番号
US09187453B2

関連ノート

読み込み中…