Vanillin → HCID 10563679, compound

HRID 259777Notes

Reaction equation

HRID 259777 reaction equation
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.Br[CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:7][O:6][C:5]1[CH:4]=[C:3]([CH:11]=[CH:10][C:8]=1[O:9][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH:2]=[O:1]

Participants

5

Reactant 3

HCID 1183VanillinHCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetate

Product 1

HCID 10563679HCID 10563679, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Vanillin was alkylated with t-butyl bromoacetate in DMF in the presence of potassium carbonate the usual way to give a waxy solid. (quant.) mp 86.8°-90° C. MS(NH3): 284 (base, M+NH4).

Workup

  1. customto give a waxy solid

Sources & evidence

ORD record
ord-6e6a95bad7f6441caac2fd5de1cce4cc
Source dataset
uspto-grants-1996_06
Patent number
US05523302

Reaction notes

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