1,2-Dimethoxyethane → 3-[(4-Methoxyphenyl)methyl]glutaric acid

HRID 67203

反応式

HRID 67203 の反応式
[C:1]([CH2:3][C:4]([OH:6])=[O:5])#N.[OH-:7].[Na+].[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17]C=O)=[CH:13][CH:12]=1.[CH2:20]([CH2:23][O:24]C)OC>O>[CH3:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:17][CH:1]([CH2:20][C:23]([OH:24])=[O:7])[CH2:3][C:4]([OH:6])=[O:5])=[CH:15][CH:16]=1

参加物

6

反応物 4

HCID 80711,2-DimethoxyethaneHCID 9740Cyanoacetic acidHCID 14798Sodium HydroxideHCID 797824-Methoxyphenylacetaldehyde

生成物 1

HCID 205288313-[(4-Methoxyphenyl)methyl]glutaric acid

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To a solution of cyanoacetic acid (3.57 g), in water (20 ml) is added a solution of sodium hydroxide (2.08 g) in water (20 ml). The solution is diluted with glyme (70 ml), 4-methoxyphenyl acetaldehyde (3.0 g) is added and the mixture is left at room temperature for 6.0 hours. The glyme is evaporated in vacuo, and the residue is mixed with 10% hydrochloric acid (200 ml) and refluxed for 6.0 hours. After cooling, the mixture is extracted with ethyl acetate. The ethyl acetate extract is washed once with brine, dried, evaporated and the residue subjected to chromatography on a column of silica gel using chloroform-ethyl acetate mixtures for elution to afford 2.2 g of 3-[(4-methoxyphenyl)methyl]glutaric acid. Crystallization from a benzene-ethyl acetate-hexane mixture gives a specimen having a melting point 109°-110° C.

後処理

  1. additionis added
  2. customThe glyme is evaporated in vacuo
  3. additionthe residue is mixed with 10% hydrochloric acid (200 ml)
  4. temperaturerefluxed for 6.0 hours
  5. temperatureAfter cooling
  6. extractionthe mixture is extracted with ethyl acetate
  7. extractionThe ethyl acetate extract
  8. washis washed once with brine
  9. customdried
  10. customevaporated
  11. washfor elution

出典と根拠

ORDレコード
ord-5b1c737129934f478b35d8d5cc705f98
出典データセット
uspto-grants-1982_08
特許番号
US04345096

関連ノート

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