2-(P-HYDROXYPHENYL)ISOVALERIC ACID synthesis
- Product Name:2-(P-HYDROXYPHENYL)ISOVALERIC ACID
- CAS Number:70124-98-0
- Molecular formula:C11H14O3
- Molecular Weight:194.23
67033-46-9
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Yield:70124-98-0 96%
Reaction Conditions:
in water;
Steps:
37 Preparation of α-Isopropyl-4-Hydroxyphenylacetic Acid
EXAMPLE 37 Preparation of α-Isopropyl-4-Hydroxyphenylacetic Acid 4-(α-isopropyl-α-cyano-methyl)phenol (12.88 g.; 74 mm.) was charged to a 30 ml. stainless steel autoclave along with 17.76 g. NaOH and 120 ml. water. The solution was heated at 130° C. for 6 hours with vigorous stirring while maintaining a pressure of between ~35 and 40 psig. After 6 hours, the reaction vessel was cooled to ambient temperature, the reaction mixture was discharged into a separatory funnel, and the pressure vessel was washed with 30 ml. of water which was added to the reaction mixture. The resultant mixture was washed with methylene chloride to remove residual tert-butyl toluene, cooled to ~10° C. and acidified to a pH between 2 and 3 with concentrated hydrochloric acid. The product was separated by filtration, washed with water and dried under pressure (20 mm. Hg/60° C.) to give 14.29 g. (96.0% yield) of α-isopropyl-4-hydroxyphenylacetic acid as characterized by gas chromatography-mass spectral analysis.
References:
US4405528,1983,A
2012-81-9
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