3-Methyl-2-butenoic acid → Benzene, ((3-methyl-2-butenyl)oxy)-

HRID 2291254Notes

Reaction equation

HRID 2291254 reaction equation
[CH3:1][C:2]([CH3:7])=[CH:3][C:4](O)=[O:5].CC(C)=CCO.S(Cl)(Cl)=O.[O-][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[Na+]>C1C=CC=CC=1>[CH3:1][C:2]([CH3:7])=[CH:3][CH2:4][O:5][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 109313-Methyl-2-butenoic acidHCID 111733-Methyl-2-buten-1-OLHCID 24386Thionyl ChlorideHCID 4445035Phenolate Sodium

Product 1

HCID 564931Benzene, ((3-methyl-2-butenyl)oxy)-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3,3-dimethylallylphenyl ether was prepared from 3,3-dimethylacrylic acid by reduction with sodium dihydro-bis (2-methoxyethoxy) aluminate in benzene, chlorination of the resulting 3,3-dimethylallyl alcohol with thionyl chloride and reaction of the product with sodium phenoxide in the presence of a polar solvent.

Sources & evidence

ORD record
ord-35451352efb54ffba49775c255a6329a
Source dataset
uspto-grants-1989_01
Patent number
US04795639

Reaction notes

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