Phenol → HCID 19385636, compound

HRID 2399497Notes

Reaction equation

HRID 2399497 reaction equation
C([O-])([O-])=O.[K+].[K+].CC(C)=O.C1(O)C=CC=CC=1.[Cl:18][C:19]1[CH:26]=[C:25]([OH:27])[CH:24]=[CH:23][C:20]=1[CH:21]=[O:22].Br[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH2:35][C:36]([O:38][CH3:39])=[O:37]>>[Cl:18][C:19]1[CH:26]=[C:25]([CH:24]=[CH:23][C:20]=1[CH:21]=[O:22])[O:27][CH:35]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:29]=1)[C:36]([O:38][CH3:39])=[O:37]

Participants

5

Reactant 4

HCID 996PhenolHCID 1853632-Chloro-4-hydroxybenzaldehydeHCID 8063364Methyl 2-(2-bromophenyl)acetateHCID 86600397Acetone potassium carbonate

Product 1

HCID 19385636HCID 19385636, compoundYield 76.3%

Procedure

Using the K2CO3 /acetone conditions for phenol alkylation described in Step A of Example 30, 1.00 g (6.41 mmol) of 2-chloro-4-hydroxybenzaldehyde was alkylated with 1.61 g (7.05 mmol) of methyl 2-bromophenylacetate to afford 1.49 g (76%) of the title compound.

Sources & evidence

ORD record
ord-83300c09a1b24b6e959adcce79fbbe03
Source dataset
uspto-grants-1995_09
Patent number
US05449682

Reaction notes

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