Hydrochloric Acid → HCID 53847304, compound

HRID 1973683Notes

Reaction equation

HRID 1973683 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=O)[CH:6]=[CH:7][CH:8]=1.[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1.Cl>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]2[N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 31268Pyrrolidine2×HCID 858682-(3-Methoxyphenyl)cyclohexanone

Product 1

HCID 53847304HCID 53847304, compound

Procedure

2-(3-Methoxyphenyl) cyclohexanone (30g), pyrrolidine (20g) and 98 to 100% formic acid (20g) were heated under reflux at 130° to 140° C for 18 hours. The cooled mixture was poured into dilute hydrochloric acid, washed with ether, basified and ether extracted. The dried extract was evaporated to give cis-2-(3-methoxyphenyl)-1-pyrrolidinocyclohexane (19g) as a colourless oil. A sample distilled at 150° to 154° C/1 mm gave a hydrochloride m.p. 145° to 147° C.

Workup

  1. temperatureunder reflux at 130° to 140° C for 18 hours
  2. washwashed with ether
  3. extractionether extracted
  4. extractionThe dried extract
  5. customwas evaporated

Sources & evidence

ORD record
ord-ffcd7807842a46afa2788e5e077115e4
Source dataset
uspto-grants-1976_12
Patent number
US03998843

Reaction notes

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