Methanol → HCID 178501206, compound

HRID 2170025Notes

Reaction equation

HRID 2170025 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.O=S(Cl)Cl.[CH3:15]O>>[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 178511566HCID 178511566, compound

Product 1

HCID 178501206HCID 178501206, compound

Procedure

A suspension of cis-4-aminocyclohexanecarboxylic acid (5.0 g, 34.9 mmol) in methanol (50 mL) was stirred at room temperature and SOCl2 (7.1 mL, 98.4 mmol) was added dropwise over 20 minutes, causing the solid to dissolve. The solution was stirred overnight and the methanol was then removed under reduced pressure. The residual solid was triturated with diethyl ether and air-dried and the title compound obtained as an off-white powder (6.0 g).

Workup

  1. dissolutionto dissolve
  2. stirringThe solution was stirred overnight
  3. customthe methanol was then removed under reduced pressure
  4. customThe residual solid was triturated with diethyl ether
  5. customair-dried

Sources & evidence

ORD record
ord-85e42b95f142417aa6e3755280ed41e0
Source dataset
uspto-grants-2015_06
Patent number
US09050329B1

Reaction notes

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