Reacción #65710

ord-779858fa5c0c4a15b7a9433a25991e8e

Ecuación de reacción

CC(c1ccc2c(c1)SC(C)(C)S2)[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
[1-(2,2-dimethyl-1,3-benzodithiol-5-yl)ethyl]triphenylphosphonium bromide
CCOC(=O)Oc1ccc(C=O)cc1
ethyl 4-formylphenyl carbonate
→
CCOC(=O)Oc1ccc(/C=C(\C)c2ccc3c(c2)SC(C)(C)S3)cc1
ethyl p-[(E)-2-(2,2-dimethyl-1,3-benzodithiol-5-yl)propenyl]phenyl carbonate

Reactantes

CC(c1ccc2c(c1)SC(C)(C)S2)[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
[1-(2,2-dimethyl-1,3-benzodithiol-5-yl)ethyl]triphenylphosphonium bromide
CCOC(=O)Oc1ccc(C=O)cc1
ethyl 4-formylphenyl carbonate

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

In analogy to Example 45, by reacting [1-(2,2-dimethyl-1,3-benzodithiol-5-yl)ethyl]triphenylphosphonium bromide with ethyl 4-formylphenyl carbonate, there was obtained ethyl p-[(E)-2-(2,2-dimethyl-1,3-benzodithiol-5-yl)propenyl]phenyl carbonate, melting point 93°-94° C. Hydrolysis of this compound with aqueous potassium hydroxide in ethanol gave p-[(E)-2-(2,2-dimethyl-1,3-benzodithiol-5-yl)propenyl]phenol, melting point 123°-124° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05420273uspto-grants-1995_05