Reacción #548446

ord-a04d295e34c24614b6eb13219537c6dc

Ecuación de reacción

O=C1CC(OC2CCCCO2)C=C1CCCCCC(C(=O)O)C1CCCCO1
4-tetrahydropyranyloxy-2-(6-tetrahydropyranylcarboxyhexyl)cyclopent-2-en-1-one
C1=COCCC1
dihydropyran
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
O=C(O)CCCCCCC1=CC(O)CC1=O
4-hydroxy-2-(6-carboxyhexyl)cyclopent-2-en-1-one
O=C(O)CCCCCCC1=CC(OCCCCO)CC1=O
4-(4-hydroxybutoxy)-2-(6-carboxyhexyl)cyclopent-2-en-1-one
→
O=C1CC(OCCCCOC2CCCCO2)C=C1CCCCCC(C(=O)O)C1CCCCO1
4-(4-tetrahydropyranyloxybutoxy)-2-(6-tetrahydropyranylcarboxyhexyl)cyclopent-2-en-1-one

Reactantes

O=C1CC(OC2CCCCO2)C=C1CCCCCC(C(=O)O)C1CCCCO1
4-tetrahydropyranyloxy-2-(6-tetrahydropyranylcarboxyhexyl)cyclopent-2-en-1-one
C1=COCCC1
dihydropyran
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
O=C(O)CCCCCCC1=CC(O)CC1=O
4-hydroxy-2-(6-carboxyhexyl)cyclopent-2-en-1-one
O=C(O)CCCCCCC1=CC(OCCCCO)CC1=O
4-(4-hydroxybutoxy)-2-(6-carboxyhexyl)cyclopent-2-en-1-one

Reactivos

Ninguno

Disolventes

ClCCl
methylene chloride

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

In the manner of Example 147 the mixture of 4-hydroxy-2-(6-carboxyhexyl)cyclopent-2-en-1-one and 4-(4-hydroxybutoxy)-2-(6-carboxyhexyl)cyclopent-2-en-1-one (Example 268) is converted to a mixture of the subject compound and 4-tetrahydropyranyloxy-2-(6-tetrahydropyranylcarboxyhexyl)cyclopent-2-en-1-one with dihydropyran and p-toluenesulfonic acid monohydrate in methylene chloride.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04061672uspto-grants-1977_12