Hydrochloric Acid → HCID 54682948, compound

HRID 435819Notes

Reaction equation

HRID 435819 reaction equation
[NH2:1][C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]=1[C:8]([OH:10])=O.[C:11](OCC)(=[O:18])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].[Na].Cl>C(O)C.O>[C:13]([C:12]1[C:11](=[O:18])[NH:1][C:2]2[CH2:7][CH2:6][CH2:5][CH2:4][C:3]=2[C:8]=1[OH:10])([O:15][CH2:16][CH3:17])=[O:14]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 5360545SodiumHCID 217093282-Aminocyclohex-1-ene-1-carboxylic acid

Product 1

HCID 54682948HCID 54682948, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of a 60:40 mixture of the ethyl and methyl esters of 2-amino cyclohex-1-ene carboxylic acid (47.2g; 0.29 mole) and diethyl malonate (46,4g; 0.29 mole) were added to a solution of sodium (7.2g; 0.29 mole) in ethanol (145 ml) stirred at ca 110° C for 30 hrs. in an autoclave. The product was acidified with 5N HCl to pH 4.0 and diluted with water. The precipitated ester was filtered off and recrystallised from ethanol with charcoalisation, m.p. 236° - 7°(d).

Workup

  1. filtrationThe precipitated ester was filtered off
  2. customrecrystallised from ethanol with charcoalisation, m.p. 236° - 7°(d)

Sources & evidence

ORD record
ord-1a60eee8d00247c79713fa5051e8baf3
Source dataset
uspto-grants-1977_02
Patent number
US04006237

Reaction notes

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