Potassium Carbonate → HCID 20506316, compound

HRID 354967

Reaction equation

HRID 354967 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)Br)=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>O>[F:13][C:14]1[CH:15]=[CH:16][C:17]([CH:20]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[O:1][CH:2]2[CH2:3][CH2:4][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6][CH2:7]2)=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 676651,1'-(Bromomethylene)bis(4-fluorobenzene)HCID 96394Ethyl 4-hydroxypiperidine-1-carboxylate

Product 1

HCID 20506316HCID 20506316, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 21.5 parts of ethyl 4-hydroxy-1-piperidinecarboxylate, 35.2 parts of bis(4-fluorophenyl)bromomethane and 8.6 parts of potassium carbonate is stirred and heated in an oil-bath at 140° C. for 3 hours. The reaction mixture is allowed to cool to room temperature and water is added. The product is extracted with methylbenzene. The extract is washed successively with water, a diluted hydrochloric acid solution and a sodium bicarbonate solution, dried, filtered and evaporated. The forerun is distilled off (bp. till 143° C. at 0.5-1 mm. pressure), yielding ethyl 4-[bis(4-fluorophenyl)methoxy]-1-piperidinecarboxylate as an oily residue.

Workup

  1. temperatureto cool to room temperature
  2. extractionThe product is extracted with methylbenzene
  3. washThe extract is washed successively with water
  4. dry with materiala diluted hydrochloric acid solution and a sodium bicarbonate solution, dried
  5. filtrationfiltered
  6. customevaporated
  7. distillationThe forerun is distilled off (bp. till 143° C. at 0.5-1 mm. pressure)

Sources & evidence

ORD record
ord-b8117dfa651246e6824c11ed9c8a7ad4
Source dataset
uspto-grants-1983_03
Patent number
US04377578

Linked notes

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