Acetic Acid → Ethyl 2-cyano-2-cyclopropylacetate

HRID 714812

반응식

HRID 714812 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 10606956Ethyl 2-cyano-2-cyclopropylacetate

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-a8056b8feeef4ce19a2335a9680a46aa
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187453B2

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