Fumaric Acid → HCID 19968435, compound

HRID 975833Notes

Reaction equation

HRID 975833 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[C:21]3([CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[NH:20][CH2:19][CH2:18][CH:17]=2)=[CH:12][CH:11]=1>CO.CCOCC>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[C:21]3([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)[NH:20][CH2:19][CH2:18][CH:17]=2)=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 10220867HCID 10220867, compound

Product 1

HCID 19968435HCID 19968435, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of fumaric acid (0.4 g) in methanol (35 ml) was added to a solution of 5-(4-chlorophenyl)-1-azaspiro[5.5]undec-4-ene (1.0 g, prepared in a similar manner to that described in Example 14) in ether (25 ml). The solvents were removed in vacuo and the residue was triturated with ether to yield a white solid, which was collected by filtration and dried in vacuo at ambient temperature to give 5-(4-chlorophenyl)-1-azaspiro[5.5]undec-4-ene fumarate as a white solid. Yield 1.1 g, mp 175°-180.5° C. (dec).

Workup

  1. customprepared in a similar manner to that
  2. customThe solvents were removed in vacuo
  3. customthe residue was triturated with ether
  4. customto yield a white solid, which
  5. filtrationwas collected by filtration
  6. customdried in vacuo at ambient temperature

Sources & evidence

ORD record
ord-a1af3a58affd4614b40d75c11bfd0582
Source dataset
uspto-grants-1997_03
Patent number
US05610161

Reaction notes

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