Reacción #502073

ord-98e5de63fd55448591c83c53e2f1b3c7

Ecuación de reacción

CC(C)CCCC(C)OCCCCO
4-[(1,5-dimethylhexyl)oxy]butan-1-ol
[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
PCC
CC(=O)[O-].[Na+]
sodium acetate
Cc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1
stavox
→
CC(C)CCCC(C)OCCCC=O
desired product
Rendimiento 82.0%
CC(C)CCCC(C)OCCCC=O
4-[(1,5-dimethylhexyl)oxy]butanal
Rendimiento 82.0%

Reactantes

CC(C)CCCC(C)OCCCCO
4-[(1,5-dimethylhexyl)oxy]butan-1-ol
[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
PCC
CC(=O)[O-].[Na+]
sodium acetate
Cc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1
stavox

Reactivos

Ninguno

Disolventes

ClCCl
dichloromethane

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA 250 mL 3-necked flask was equipped with a thermocouple pocket, magnetic stirrer and condenser
  2. 2
    workup.STIRRINGThe reaction was stirred for 3 hrs at room temperature

Procedimiento

A 250 mL 3-necked flask was equipped with a thermocouple pocket, magnetic stirrer and condenser. PCC (13.9 g, 0.64 mols), sodium acetate (1.22 g, 0.015 mol), stavox (0.01 g) and dichloromethane (100 mL) were added to the flask. 4-[(1,5-dimethylhexyl)oxy]butan-1-ol (10.0 g, 0.05 mol) was added over 5 minutes with stirring. The reaction was stirred for 3 hrs at room temperature. After this time the reaction mixture contained ca. 82% of the desired product (RPA GC).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08088725B2uspto-grants-2012_01