3-Ethylphenol → 8-Ethyl-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin-5-one

HRID 851191

Reaction equation

HRID 851191 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1)[CH3:2].Cl.O=[C:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH:13]1[C:18](OC)=[O:19]>>[CH2:1]([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)[CH3:2]

Participants

3

Reactant 2

HCID 121013-EthylphenolHCID 2724028Methyl 4-oxopiperidine-3-carboxylate hydrochloride

Product 1

HCID 131369198-Ethyl-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin-5-oneYield 28.8%

Procedure

Prepared by the method described for Example 1 from 3-ethylphenol (12.2 g, 0.1 moles) and methyl 4-oxo-3-piperidinecarboxylate hydrochloride (19.3 g, 0.1 moles). The crude material is washed with water and dried to give the product (6.6 g), mp 80°-85° C.

Workup

  1. customPrepared by the method
  2. washThe crude material is washed with water
  3. customdried

Sources & evidence

ORD record
ord-505357c7719b4f50813a2f83fb24f2d2
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Linked notes

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