Hydrochloric Acid → HCID 70483117, compound

HRID 851059Notes

Reaction equation

HRID 851059 reaction equation
[F:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C@@H:7]2[CH2:12][CH2:11][NH:10][CH2:9][C@H:8]2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[C:21](#[N:24])[CH:22]=[CH2:23].[ClH:25]>CCOCC>[ClH:25].[C:21]([CH2:22][CH2:23][N:10]1[CH2:11][CH2:12][C@@H:7]([O:6][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:20][CH:19]=2)[C@H:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:9]1)#[N:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7855AcrylonitrileHCID 12788502HCID 12788502, compound

Product 1

HCID 70483117HCID 70483117, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2.82 g of trans-4-(4-fluorophenoxy)-3-phenylpiperidine and 5 ml of acrylonitrile is stirred for two hours at room temperature under nitrogen. The mixture is diluted with ether (50 ml) and treated dropwise with 20 ml of saturated ethereal hydrogen chloride solution. After stirring for a few minutes the solid is filtered, washed with ether and dried to afford a colorless solid. Recrystallization from isopropanol (80 ml) gives of product as colorless crystals, mp 212°-214° C.

Workup

  1. stirringAfter stirring for a few minutes the solid
  2. filtrationis filtered
  3. washwashed with ether
  4. customdried
  5. customto afford a colorless solid
  6. customRecrystallization from isopropanol (80 ml)
  7. customgives of product as colorless crystals, mp 212°-214° C.

Sources & evidence

ORD record
ord-681dd1dac31a4887a87af97b8a2cdfcc
Source dataset
uspto-grants-1983_05
Patent number
US04382141

Reaction notes

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