Hydrochloric Acid → HCID 86733122, compound
Reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6](C)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2].[C:14]1(=[O:20])[O:19][C:17](=[O:18])[CH2:16][CH2:15]1.[Cl-].[Al+3].[Cl-].[Cl-].Cl.[CH2:26](Cl)Cl>C(Cl)(Cl)(Cl)Cl>[CH3:26][CH2:12][CH2:11][O:10][C:9]1[C:4]([O:3][CH2:1][CH3:2])=[CH:5][CH:6]=[C:7]([CH:8]=1)[C:17]([CH2:16][CH2:15][C:14]([OH:19])=[O:20])=[O:18]Participants
Conditions
- Temperature
- 25 °C
Procedure
To the mixture of 9.0 parts by weight of 3,4-diethoxytoluene, 6.0 parts by weigth of succinic anhydride and 100 parts by volume of carbon tetrachloride is added 27 parts by weight of anhydrous aluminum chloride. The mixture is stirred for 1 hour at 25° C. and mildly refluxed for 2 hours. After cooling, 70 parts by weight of ice and 70 parts by volume of concentrated hydrochloric acid are added to the mixture. Methylenedichloride is further added to the mixture and the whole mixture is shaken. The organic solvent layer is separated and extracted with a 2N-aqueous solution of sodium carbonate. The aqueous solution is adjusted with diluted hydrochloric acid to pH 2.5, whereby 3-(2'-methyl-4',5'-diethoxybenzoyl)-propionic acid is obtained as crystals. Recrystallization of the crystals gives 10.0 parts by weight of colorless plates melting at 116°-117° C.
Workup
- temperaturemildly refluxed for 2 hours
- temperatureAfter cooling
- stirringthe whole mixture is shaken
- customThe organic solvent layer is separated
- extractionextracted with a 2N-aqueous solution of sodium carbonate
Sources & evidence
- ORD record
- ord-20137b5436124522a9bd9a0088ca0912
- Source dataset
- uspto-grants-1977_06
- Patent number
- US04029699
Reaction notes
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