Benzamide → HCID 10998364, compound
Reaction equation
[C:1]([NH2:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][O:11][CH:12](OC)[CH2:13][Cl:14]>>[CH3:10][O:11][CH:12]([NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:13][Cl:14]Participants
Conditions
- Temperature
- 70 °C
Procedure
85 g of a strongly acidic ion exchanging resin having an exchange capacity of 4 meq/g was placed in a glass column having an inner diameter of 35 mm, and this was heated to a temperature of 70° C. in a hot bath. To this was supplied a solution of 1 part per weight of benzamide dissolved in 10 parts per weight of chloroacetaldehyde dimethyl acetal at a rate of 230 g per hour via a volumetric pump. 230 g of the reaction fluid discharged from the column was concentrated by distillation chloroacetaldehyde dimethyl acetal under reduced pressure so as to reach an amount of 130 g. Next, 100 ml of n-hexane was added thereto, the precipitated crystals were filtered out, and thus 33.7 g of N-(1-methoxy-2-chloroethyl)-benzamide [Compound (1)] was obtained. With respect to the expended benzamide, the yield was 91%.
Workup
- custom230 g of the reaction
- concentrationwas concentrated by distillation chloroacetaldehyde dimethyl acetal under reduced pressure so as
- additionNext, 100 ml of n-hexane was added
- filtrationthe precipitated crystals were filtered out
Sources & evidence
- ORD record
- ord-2705204966814aac88b959f174c37315
- Source dataset
- uspto-grants-1994_10
- Patent number
- US05354905
Reaction notes
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