Phenol → HCID 19385726, compound

HRID 2255586Notes

Reaction equation

HRID 2255586 reaction equation
C([O-])([O-])=O.[K+].[K+].CC(C)=O.C1(O)C=CC=CC=1.[OH:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][OH:24])=[CH:21][C:20]=1[O:27][CH3:28].Br[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[CH2:36][C:37]([O:39][CH3:40])=[O:38]>>[OH:24][CH2:23][C:22]1[CH:25]=[CH:26][C:19]([O:18][CH:36]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:30]=2)[C:37]([O:39][CH3:40])=[O:38])=[C:20]([O:27][CH3:28])[CH:21]=1

Participants

5

Reactant 4

HCID 996PhenolHCID 62348Vanillyl alcoholHCID 8063364Methyl 2-(2-bromophenyl)acetateHCID 86600397Acetone potassium carbonate

Product 1

HCID 19385726HCID 19385726, compoundYield 25.2%

Procedure

Using the K2CO3 /acetone conditions for phenol alkylation described in Step A of Example 30, 1.00 g (6.49 mmol) of 4-hydroxy-3-methoxybenzyl alcohol was alkylated with 1.64 g (7.14 mmol) of methyl 2-bromophenylacetate to afford 0.495 g (25%) of the title compound.

Sources & evidence

ORD record
ord-d926c5b806ae4eb7b4f693d83c1d5a89
Source dataset
uspto-grants-1993_08
Patent number
US05240938

Reaction notes

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