Phenol → HCID 19385702, compound

HRID 2399481Notes

Reaction equation

C([O-])([O-])=O.[K+].[K+].CC(C)=O.C1(O)C=CC=CC=1.[CH2:18]([O:20][C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][C:28]=1[OH:29])[CH:24]=[O:25])[CH3:19].Br[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[CH2:37][C:38]([O:40][CH3:41])=[O:39]>>[CH2:18]([O:20][C:21]1[CH:22]=[C:23]([CH:24]=[O:25])[CH:26]=[CH:27][C:28]=1[O:29][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[CH2:37][C:38]([O:40][CH3:41])=[O:39])[CH3:19]

Participants

Reactant 4

HCID 996Phenol

HCID 8467Ethylvanillin

HCID 8063364Methyl 2-(2-bromophenyl)acetate

HCID 86600397Acetone potassium carbonate

Product 1

HCID 19385702HCID 19385702, compoundYield 92%

Procedure

Using the K2CO3 /acetone conditions for phenol alkylation described in Step A of Example 30, 1.00 g (6.02 mmol) of 3-ethoxy-4-hydroxybenzaldehyde was alkylated with 1.52 g (6.62 mmol) of methyl 2-bromophenylacetate to afford 1.74 g (92%) of the title compound.

Sources & evidence

ORD record: ord-9f6eba4a666b49e99b1b0cf40b3a679e
Source dataset: uspto-grants-1995_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05449682

Reaction notes

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