Methanol → HCID 67188214, compound

HRID 551813Notes

Reaction equation

HRID 551813 reaction equation
[NH:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([OH:13])=[O:12])=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:16])=O.[CH3:18]O>>[ClH:16].[NH:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:18])=[O:12])=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 27796411,2,3,4-Tetrahydroquinoline-6-carboxylic acid

Product 1

HCID 67188214HCID 67188214, compound

Procedure

0.93 g of 1,2,3,4-tetrahydroquinoline-6-carboxylic acid and 100 ml of methanol are placed in a 500 ml round-bottomed flask under a nitrogen atmosphere. 0.46 ml of thionyl chloride is added at 0° C. and then the reaction mixture is stirred at reflux for three hours. After evaporating the solvent, the residue is triturated in ethyl ether and then the solid obtained is filtered off and dried under vacuum. 1.13 g of methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate hydrochloride are obtained.

Workup

  1. temperatureat reflux for three hours
  2. customAfter evaporating the solvent
  3. customthe residue is triturated in ethyl ether
  4. customthe solid obtained
  5. filtrationis filtered off
  6. customdried under vacuum

Sources & evidence

ORD record
ord-9de57feb7d9047d581fa3da2cd09f5af
Source dataset
uspto-grants-2011_05
Patent number
US07947834B2

Reaction notes

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