Vanillin → HCID 15583557, compound

HRID 1649114Notes

Reaction equation

HRID 1649114 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]2[O:17][CH2:16][CH2:15][O:14]2)[CH:6]=[CH:7][C:8]=1[O:9][C:10](=[O:12])[CH3:11].COC1C=C(C=CC=1O)C=O.[F:29][C:30]1[C:31](=[O:37])[NH:32][C:33](=[O:36])[NH:34][CH:35]=1>ClCCl>[OH:14][CH2:15][CH2:16][O:17][CH:13]([N:34]1[CH:35]=[C:30]([F:29])[C:31](=[O:37])[NH:32][C:33]1=[O:36])[C:5]1[CH:6]=[CH:7][C:8]([O:9][C:10](=[O:12])[CH3:11])=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

5

Reactant 3

HCID 1183VanillinHCID 33855-FluorouracilHCID 20480607HCID 20480607, compound

Product 1

HCID 15583557HCID 15583557, compoundYield 34.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of 2-(3-methoxy-4-acetoxyphenyl)-1,3-dioxolan (22 g) prepared from 3-methoxy-4-hydroxybenzaldehyde as in Example 12 in dichloromethane (50 ml) bis(trimethylsilyl)-5-fluorouracil prepared from 5-fluorouracil (10 g) was added followed by treating as in Example 10 to give 9.8 g of crystalline 1-[α-(2-hydroxyethoxy)-3-methoxy-4-acetoxybenzyl]-5-fluorouracil.

Workup

  1. additionwas added
  2. additionby treating as in Example 10

Sources & evidence

ORD record
ord-c8666eba6629456aaa92572059cab4b7
Source dataset
uspto-grants-1983_11
Patent number
US04415573

Reaction notes

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