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2-Methyl-2-propenyl 5-bromo-3-(2-methyl-2-propenyl)-2-hydroxybenzoate → 5-Bromo-2,3-dihydro-2,2-dimethylbenzofuran-7-carboxylic acid

HRID 2379718
Notes
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Reaction equation

HRID 2379718 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:16][C:17]([CH3:19])=[CH2:18])[C:5]([OH:15])=[C:6]([CH:14]=1)[C:7]([O:9]CC(C)=C)=[O:8]>C(O)=O>[Br:1][C:2]1[CH:14]=[C:6]([C:7]([OH:9])=[O:8])[C:5]2[O:15][C:17]([CH3:19])([CH3:18])[CH2:16][C:4]=2[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 157287372-Methyl-2-propenyl 5-bromo-3-(2-methyl-2-propenyl)-2-hydroxybenzoate

Product 1

HCID 148384015-Bromo-2,3-dihydro-2,2-dimethylbenzofuran-7-carboxylic acidYield 20%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The title intermediate was prepared in 20% yield from 2-methyl-2-propenyl 5-bromo-3-(2-methyl-2-propenyl)-2-hydroxybenzoate upon heating at reflux with 90% formic acid.

Workup

  1. temperatureupon heating

Sources & evidence

ORD record
ord-dd7fe1cc80f94fdd95ab564f6abe6d9d
Source dataset
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05364863

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes