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

HRID 336204ノート

反応式

HRID 336204 の反応式
[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]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 24758Sodium hydride2 回HCID 14302192Methyl 3-methoxy-2,2-dimethylpropanoate

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-24ea4b624e194f6e90ef0c02175e3d4e
出典データセット
uspto-grants-2014_11
特許番号
US08889670B2

反応ノート

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