Tetrahydrofuran → HCID 86741398, compound

In 30 ml. of tetrahydrofuran was dissolved 3 g. of 3,7,11,15-tetramethyl-2,4,6,10,14-hexadecapentaenoic acid. To this solution was added 1 g. of triethylamine, and further added 1.1 g. of ethyl chlorocarbonate under stirring at room temperature. After 10 minutes, the reaction liquid was poured into 100 ml. of water, and extracted with 100 ml. of n-hexane. The extract was washed with 50 ml. of water and evaporated to remove the solvent. The residue was dissolved in 30 ml. of tetrahydrofuran. To this solution was added 1.1 g. of p-aminophenol, and the mixture was stirred at room temperature for 30 minutes. To the reaction liquid was added 200 ml. of diethyl ether, and the mixture was washed successively with two 50 ml. portions of dilute hydrochloric acid and two 50 ml. portions of water. The ether phase was dried over magnesium sulfate and evaporated to remove the solvent. The residue was crystallized from ethanol to obtain 3.2 g. of the desired product as pale yellow crystals.

1. additionTo this solution was added 1 g
2. customthe reaction liquid
3. additionwas poured into 100 ml
4. extractionof water, and extracted with 100 ml
5. washThe extract was washed with 50 ml
6. customof water and evaporated
7. customto remove the solvent
8. dissolutionThe residue was dissolved in 30 ml
9. additionTo this solution was added 1.1 g
10. customTo the reaction liquid
11. additionwas added 200 ml
12. washof diethyl ether, and the mixture was washed successively with two 50 ml
13. dry with materialThe ether phase was dried over magnesium sulfate
14. customevaporated
15. customto remove the solvent
16. customThe residue was crystallized from ethanol
17. customto obtain 3.2 g

ORD record

ord-faa6d454c1704eb69037fe944b9c6a3a

Source dataset

uspto-grants-1990_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04954525