Methanol → HCID 67914036, compound

HRID 2371711Notes

Reaction equation

HRID 2371711 reaction equation
[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[C:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][O:24][CH2:25][C:26]([O:28]C)=[O:27])[CH2:18][CH2:17]3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].CO.C(Cl)(Cl)[Cl:35]>CCOCC>[ClH:35].[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[C:16]3[CH2:17][CH2:18][N:19]([CH2:22][CH2:23][O:24][CH2:25][C:26]([OH:28])=[O:27])[CH2:20][CH2:21]3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 19906305HCID 19906305, compound

Product 1

HCID 67914036HCID 67914036, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2.56 g of methyl 2-[4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidino]ethoxyacetate, 6.6 ml of 2N sodium hydroxide aqueous solution and 25 ml of methanol was refluxed for 1 hr and concentrated. Water was added to the residue, adjusted to pH 2 with 10% hydrochloric acid and extracted with chloroform. The chloroform layer was washed with water, dried and concentrated to give yellowish brown liquid, which was solidified with a mixture of chloroform and ether to give 2.7 g of pale yellow amorphous solid, mp 75°-80° C.

Workup

  1. temperaturewas refluxed for 1 hr
  2. concentrationconcentrated
  3. additionWater was added to the residue
  4. extractionextracted with chloroform
  5. washThe chloroform layer was washed with water
  6. customdried
  7. concentrationconcentrated
  8. customto give yellowish brown liquid, which

Sources & evidence

ORD record
ord-bd598151e3fb4a028e3b4cd7f8aed06d
Source dataset
uspto-grants-1992_03
Patent number
US05095022

Reaction notes

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