Phenol, 3-(1,1-dimethylethyl)- → 8-(1,1-Dimethylethyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin-5-one

HRID 851193Notes

Reaction equation

HRID 851193 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].Cl.O=[C:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH:15]1[C:20](OC)=[O:21]>>[CH3:3][C:1]([C:5]1[CH:10]=[CH:9][C:8]2[C:14]3[CH2:19][CH2:18][NH:17][CH2:16][C:15]=3[C:20](=[O:21])[O:11][C:7]=2[CH:6]=1)([CH3:4])[CH3:2]

Participants

3

Reactant 2

HCID 11450Phenol, 3-(1,1-dimethylethyl)-HCID 2724028Methyl 4-oxopiperidine-3-carboxylate hydrochloride

Product 1

HCID 131369218-(1,1-Dimethylethyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin-5-oneYield 57.1%

Procedure

Prepared by the method described for Example 1 from 3-t-butylphenol (15 g, 0.1 moles) and methyl 4-oxo-3-piperidinecarboxylate hydrochloride (19.3 g, 0.1 moles). Recrystallization from ethyl acetate gave the product (14.7 g), mp 181°-186° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-64348656756e474b9b39a0f55fc8c9f7
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Reaction notes

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