3-Methoxyphenol → 8-Methoxy-1,2,3,4-tetrahydro-chromeno[3,4-c]pyridin-5-one

HRID 851190Notes

Reaction equation

HRID 851190 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.Cl.O=[C:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH:13]1[C:18](OC)=[O:19]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]2[C:12]3[CH2:17][CH2:16][NH:15][CH2:14][C:13]=3[C:18](=[O:19])[O:9][C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 90073-MethoxyphenolHCID 2724028Methyl 4-oxopiperidine-3-carboxylate hydrochloride

Product 1

HCID 131369188-Methoxy-1,2,3,4-tetrahydro-chromeno[3,4-c]pyridin-5-oneYield 35.8%

Procedure

Prepared by the method described for Example 1 from 3-methoxyphenol (16 g, 0.126 moles) and methyl 4-oxo-3-piperidinecarboxylate hydrochloride (25 g, 0.129 moles). Recrystallization from ethanol gave the product (10.43 g), mp 179°-183° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-0d0b3277815344c8aba7b87a116efb97
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Reaction notes

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