Hydrochloric Acid → HCID 13223014, compound

HRID 845597Notes

Reaction equation

HRID 845597 reaction equation
[CH3:1][C:2]1([CH3:15])[O:7][C:6]2[CH:8]=[CH:9][C:10]([C:12]#[N:13])=[CH:11][C:5]=2[CH:4]2[O:14][CH:3]12.[NH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.[ClH:22]>C(O)C>[ClH:22].[CH3:1][C:2]1([CH3:15])[O:7][C:6]2[CH:8]=[CH:9][C:10]([C:12]#[N:13])=[CH:11][C:5]=2[C@@H:4]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[C@@H:3]1[OH:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 108673602,2-Dimethyl-3,4-epoxy-6-cyanochroman

Product 1

HCID 13223014HCID 13223014, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Treatment of 2,2-dimethyl-3,4-epoxy-6-cyano-3,4-dihydro-2H-benzo[b]pyran (2.09 g) with piperidine (0.86 g) in refluxing ethanol (60 ml) for 24 hours followed by evaporation of solvent gave a yellow oil which was dissolved in the minimum quantity of ethanol and treated with ethereal hydrogen chloride to give crystals of trans-2,2-dimethyl-4-piperidino-6-cyano-3,4-dihydro-2H-benzo[b]pyran-3-ol hydrochloride on standing (2.06 g) of m.p. 253°-257° C.

Workup

  1. customfollowed by evaporation of solvent
  2. customgave a yellow oil which

Sources & evidence

ORD record
ord-e76ae812afc840948e537e9a28b6f25b
Source dataset
uspto-grants-1988_07
Patent number
US04758677

Reaction notes

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