4-Hydroxybenzaldehyde → tert-Butyl 4-formylphenyl carbonate

HRID 1090845Notes

Reaction equation

HRID 1090845 reaction equation
[C:1]([O:5][C:6](OC=CC1C=CC=CC=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1.C(OC(OC(OC(C)(C)C)=O)=O)(C)(C)C>>[C:1]([O:5][C:6]([O:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 90495Di-tert-butyl dicarbonateHCID 54488291HCID 54488291, compound

Product 1

HCID 688201tert-Butyl 4-formylphenyl carbonate

Procedure

U.S. Pat. No. 4,461,628 of Ito et al., issued Jan. 1, 1985 teaches the preparation of t-butoxycarbonyloxystyrene by reaction of p-hydroxybenzaldehyde with di-t-butyldicarbonate in the presence of base to yield p-t-butoxycarbonyloxybenzaldehyde, which is then reacted with methyltriphenylphosphonium bromide and potassium t-butoxide to yield the desired product.

Sources & evidence

ORD record
ord-4392c8395d6847dfb47e23bcd930f309
Source dataset
uspto-grants-1992_01
Patent number
US05082965

Reaction notes

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