Ammonia → HCID 22106836, compound

HRID 1456358Notes

Reaction equation

HRID 1456358 reaction equation
[CH:1]1([C:10]([O:12]C)=O)[CH2:6][CH2:5][CH2:4][CH:3]([C:7]([O-:9])=[O:8])[CH2:2]1.Cl.[NH3:15]>>[C:10]([CH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([C:7]([OH:9])=[O:8])[CH2:2]1)(=[O:12])[NH2:15]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 23444057HCID 23444057, compound

Product 1

HCID 22106836HCID 22106836, compound

Procedure

In 70 ml of aqueous conc. ammonia were dissolved 6.7 g of monomethyl 1,3-cyclohexanedicarboxylate, and the resulting mixture was allowed to stand at room temperature for 17 days. The pH of the mixture was adjusted to 1 with conc. hydrochloric acid under ice-cooling and the mixture was extracted with ethyl acetate. The extracts were washed with an aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 2.64 g of the desired compound as a colorless crystalline solid. m.p.: 102°-128° C.; NMR spectrum (d6 -DMSO) δ ppm: 1.00-2.70(10H,m), 6.69(1H,s), 7.20(1H,s)

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extracts were washed with an aqueous sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-270e2b94774741869a862f05a5dab7c8
Source dataset
uspto-grants-1998_12
Patent number
US05843973

Reaction notes

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