2,6-Lutidine → Ethyl 4-formyl-3,3-dimethylbutanoate

HRID 653674ノート

反応式

HRID 653674 の反応式
[CH3:1][C:2]([CH3:11])([CH2:7][C:8]([OH:10])=O)[CH2:3][C:4]([OH:6])=[O:5].N1C(C)=CC=[CH:14][C:13]=1C>O1CCCC1.[Pd]>[CH:8]([CH2:7][C:2]([CH3:1])([CH3:11])[CH2:3][C:4]([O:6][CH2:13][CH3:14])=[O:5])=[O:10]

参加物

5

反応物 2

HCID 79372,6-LutidineHCID 209843,3-Dimethylglutaric acid

生成物 1

HCID 13050815Ethyl 4-formyl-3,3-dimethylbutanoate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

40 g of the acid chloride ethyl ester of 3,3-dimethylglutaric acid, prepared in Example 28, are dissolved in 400 ml of tetrahydrofuran. 2 of 5% palladium-on-charcoal and 22.8 ml of 2,6-lutidine are added and the mixture is hydrogenated at normal pressure and room temperature. When the absorption of hydrogen has ceased, the catalyst is filtered off and the solvent is evaporated off under vacuum. The residue is taken up with water and extracted with ether. The ether phase is washed with a dilute solution of hydrochloric acid in the cold, washed with a solution of sodium bicarbonate in the cold, dried over magnesium sulfate and evaporated under vacuum to give, after distillation of the residue, 18 g of ethyl 4-formyl-3,3-dimethylbutanoate in the form of a liquid with a boiling point b.p.20 of 112°-118° C.

後処理

  1. customis hydrogenated at normal pressure and room temperature
  2. customWhen the absorption of hydrogen
  3. filtrationthe catalyst is filtered off
  4. customthe solvent is evaporated off under vacuum
  5. extractionextracted with ether
  6. washThe ether phase is washed with a dilute solution of hydrochloric acid in the cold
  7. washwashed with a solution of sodium bicarbonate in the cold,
  8. dry with materialdried over magnesium sulfate
  9. customevaporated under vacuum
  10. customto give
  11. distillationafter distillation of the residue, 18 g of ethyl 4-formyl-3,3-dimethylbutanoate in the form of a liquid with a boiling point b.p.20 of 112°-118° C.

出典と根拠

ORDレコード
ord-114ddf24bcb14bed83155c9b9b651a4e
出典データセット
uspto-grants-1992_07
特許番号
US05128359

反応ノート

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