Hydrochloric Acid → 5-Methoxy-4,4-dimethyl-3-oxopentanenitrile

HRID 469758노트

반응식

HRID 469758 반응식
[H-].[Na+].[CH3:3][O:4][C:5](=O)[C:6]([CH3:11])([CH3:10])[CH2:7][O:8]C.[C:13](#[N:15])[CH3:14].Cl>C1(C)C=CC=CC=1>[CH3:3][O:4][CH2:5][C:6]([CH3:11])([CH3:10])[C:7](=[O:8])[CH2:14][C:13]#[N:15]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 24758Sodium hydride2회HCID 14302192Methyl 3-methoxy-2,2-dimethylpropanoate

생성물 1

HCID 108989285-Methoxy-4,4-dimethyl-3-oxopentanenitrile

시약·촉매·용매 1

HCID 1140Toluene용매3회

실험 절차

60% sodium hydride in mineral oil (667.2 mg, 16.68 mmol) in toluene (15 mL) is heated to reflux. A solution of 3-methoxy-2,2-dimethyl-propionic acid methyl ester (1.742 g, 11.916 mmol) and acetonitrile (0.878 mL, 16.68 mmol) in toluene (5 mL) is added dropwise through an additional funnel into the NaH suspension in toluene. After the addition, the reaction is stirred at reflux for 3 hours. After cooling, the reaction mixture is neutralized to PH˜7 by adding 1N HCl aqueous solution. The mixture is extracted with ethyl acetate 3 times. The organics are combined and washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford the title compound.

후처리

  1. additionAfter the addition
  2. temperatureat reflux for 3 hours
  3. temperatureAfter cooling
  4. extractionThe mixture is extracted with ethyl acetate 3 times
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d614fa2da10243d684cd0f6ca42c72bd
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629157B2

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