Hydrochloric Acid → HCID 20313024, compound
Reaction equation
[CH2:1]([C:8]1[CH:9]=[CH:10][C:11]([C:14]([OH:16])=[O:15])=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:18](O)[CH3:19]>>[CH2:1]([C:8]1[CH:9]=[CH:10][C:11]([C:14]([O:16][CH2:18][CH3:19])=[O:15])=[N:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
4
Procedure
2.0 Grams of 5-benzylpicolinic acid were suspended in 25 ml. of ethanol. The resulting suspension was saturated with hydrogen chloride gas under ice-cooling. After reflux for three hours, the reaction solution was concentrated under reduced pressure. Ether was added thereto to form crystals. The crystals were then recrystallized from a solvent comprising a mixture of acetone/ether to obtain 1.7 g of ethyl 5-benzylpicolinate of a melting point of 109°~111° C.
Workup
- temperaturecooling
- temperatureAfter reflux for three hours
- concentrationthe reaction solution was concentrated under reduced pressure
- additionEther was added
- customto form crystals
- customThe crystals were then recrystallized from a solvent comprising
- additiona mixture of acetone/ether
Sources & evidence
- ORD record
- ord-60ae81fb857d426eba9005aab5bb7eeb
- Source dataset
- uspto-grants-1978_08
- Patent number
- US04109000
Reaction notes
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