Succinic Acid → HCID 21704894, compound

HRID 1595237Notes

Reaction equation

HRID 1595237 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[CH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[C:16]2[S:17][CH:18]=[C:19]([Cl:21])[CH:20]=2)[CH2:4][CH2:3]1.[C:22]([O-:29])(=[O:28])[CH2:23][CH2:24][C:25]([O-:27])=[O:26].C(O)(=O)CCC(O)=O>CO.C(O)C>[C:22]([OH:29])(=[O:28])[CH2:23][CH2:24][C:25]([OH:27])=[O:26].[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[CH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[C:16]2[S:17][CH:18]=[C:19]([Cl:21])[CH:20]=2)[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 1110Succinic AcidHCID 160419SuccinateHCID 21704865HCID 21704865, compound

Product 1

HCID 21704894HCID 21704894, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

1-methyl-4-[(4-chloro-2-thienyl)-(4-fluorophenyl)]methylenepiperidine.succinate The above amine (64.6 g) was dissolved in methanol (640 ml, succinic acid (24.88 g) was added, the solution was taken to dryness and the residual solid (89.4 g was dissolved in hot ethanol (1.1 l). The solution was reduced in volume (200 ml), cooled in an ice/water bath and the resultant solid was filtered and washed with ethanol (200 ml). The solid was dried under vacuo at 50° C. to give 1-methyl-4-[(4-chloro-2-thienyl)-(4-fluorophenyl)]methylenepiperidine succinate (1;1 salt) (78.2 g) as an off-white solid; m.p. 171° C.

Workup

  1. additionwas added
  2. temperaturecooled in an ice/water bath
  3. filtrationthe resultant solid was filtered
  4. washwashed with ethanol (200 ml)
  5. customThe solid was dried under vacuo at 50° C.

Sources & evidence

ORD record
ord-7e006b47105244799987872c76f85fce
Source dataset
uspto-grants-2001_09
Patent number
US06288085B1

Reaction notes

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