3-Hydroxybenzaldehyde → HCID 53791799, compound

Temperature

0 °C

A solution of O-ethyl S-propyl chlorothiophosphate prepared by the method detailed in Example 1 was charged into a glass reaction vessel equipped with a stirrer and thermometer. The solution was cooled to a temperature of about -10° C. and triethylamine (2.23 ml) was added followed by the dropwise addition with stirring of 3-hydroxybenzaldehyde (1.95 grams; 0.016 mole) dissolved in methylene chloride (10 ml). Stirring was continued for a period of about 2 hours while maintaining the temperature of the reaction mixture at about 0° C. After this time the reaction mixture was transferred into a separatory funnel and was washed twice with water (100 ml), twice with dilute aqueous sodium hydroxide (50 ml; 0.1 N) and again twice with water (100 ml). The washed solution was then dried over anhydrous magnesium sulfate, filtered and stripped of solvent leaving an orange oil. This oil was subjected to high vacuum for a period of one hour to yield the desired product O-ethyl S-propyl O-(3-formylphenyl) thiophosphate.

1. additionwas charged into a glass reaction vessel
2. customequipped with a stirrer
3. additionwas added
4. additionfollowed by the dropwise addition
5. customAfter this time the reaction mixture was transferred into a separatory funnel
6. washwas washed twice with water (100 ml), twice with dilute aqueous sodium hydroxide (50 ml; 0.1 N) and again twice with water (100 ml)
7. dry with materialThe washed solution was then dried over anhydrous magnesium sulfate
8. filtrationfiltered
9. customleaving an orange oil
10. waitThis oil was subjected to high vacuum for a period of one hour

ORD record

ord-50a5223926a04a8d9e80dfa520ab7703

Source dataset

uspto-grants-1982_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04309422