Reaction #1759

ord-55aacc7a80b0419cab9d2c65fa6adadb

Reaction equation

O=C(O)C(O)C(O)C(=O)O
tartaric acid
CN(C)Cc1ccc([C@H]2CC[C@H](OC(=O)Cc3ccc(Cl)cc3)CC2)cc1
trans-O-(4-chlorophenylacetyl)-4-(4-dimethylaminomethylphenyl)-cyclohexanol
CCOCC
Diethyl ether
→
CN(C)Cc1ccc([C@H]2CC[C@H](OC(=O)Cc3ccc(Cl)cc3)CC2)cc1.O=C([O-])C(O)C(O)C(=O)[O-]
trans-O-(4-Chlorophenylacetyl)-4-(4-dimethylaminomethylphenyl)-cyclohexanol tartrate

Reactants

O=C(O)C(O)C(O)C(=O)O
tartaric acid
CN(C)Cc1ccc([C@H]2CC[C@H](OC(=O)Cc3ccc(Cl)cc3)CC2)cc1
trans-O-(4-chlorophenylacetyl)-4-(4-dimethylaminomethylphenyl)-cyclohexanol
CCOCC
Diethyl ether

Reagents

None

Solvents

CCO
ethanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.WAITit is then left
  2. 2
    OtherThe crystalline product precipitated
  3. 3
    Filtrationfiltered
  4. 4
    Washwashed with diethyl ether
  5. 5
    Otherdried

Procedure

First 0.15 g (0.001 mol) of anhydrous tartaric acid and then 0.39 g (0.001 mol) of trans-O-(4-chlorophenylacetyl)-4-(4-dimethylaminomethylphenyl)-cyclohexanol are dissolved in 7 ml of absolute ethanol. Diethyl ether is then added to the clear solution until it becomes slightly cloudy and it is then left to stand for 8 hours at +4° C. The crystalline product precipitated is suction filtered, washed with diethyl ether and dried.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726205uspto-grants-1998_03