Methanol → HCID 178501210, compound

HRID 1025416Notes

Reaction equation

HRID 1025416 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.S(Cl)([Cl:13])=O.[CH3:15]O>>[ClH:13].[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([O:10][CH3:15])=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178511567HCID 178511567, compound

Product 1

HCID 178501210HCID 178501210, compound

Procedure

25.6 g of trans-4-aminocyclohexane carboxylic acid was suspended in 150 mL of methanol, and 15.7 mL of thionyl chloride was added dropwise thereto under ice-cooling. After stirring at room temperature for 5 hours, the reaction mixture was concentrated under reduced pressure and the residue was suspended in diisopropyl ether. The precipitate was collected by filtration to obtain 34.0 g of methyl trans-4-aminocyclohexane carboxylate hydrochloride as a white solid.

Workup

  1. temperatureunder ice-cooling
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-d5b33ad72d074457bccda580092749ba
Source dataset
uspto-grants-2014_05
Patent number
US08729068B2

Reaction notes

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