Acetic Acid → HCID 178442822, compound

Temperature

5 °C

2.5 g (14.4 mmol) of 2-hydroxy-1,4-naphthoquinone was added to 50 ml of acetic acid, and 5.4 g (2.03 mol times relative to 2-hydroxy-1,4-naphthoquinone) of n-dodecylaldehyde and 7.5 g (1.4 mol times relative to 2-hydroxy 1,4-naphthoquinone) of concentrated hydrochloric acid were added as catalyst, and the reaction was conducted at 85° C. for two hours. The reaction solution thus obtained was cooled to about 5° C., whereby no crystal precipitated. Therefore, the reaction solution was poured into 300 ml of water and extracted with 200 ml of benzene. This organic layer was washed twice with 150 ml of a 1% sodium carbonate aqueous solution and once with 150 ml of water and dried over anhydrous sodium sulfate. Benzene was distilled off, and the obtained oil layer was purified by silica gel column chromatography to obtain 1.97 g of 2-(1-dodecenyl)-3 hydroxy-1,4-naphthoquinone. The yield was 40.2 mol%.

1. additionwere added as catalyst
2. customThe reaction solution thus obtained
3. customwhereby no crystal precipitated
4. additionTherefore, the reaction solution was poured into 300 ml of water
5. extractionextracted with 200 ml of benzene
6. washThis organic layer was washed twice with 150 ml of a 1% sodium carbonate aqueous solution and once with 150 ml of water
7. dry with materialdried over anhydrous sodium sulfate
8. distillationBenzene was distilled off
9. customthe obtained oil layer was purified by silica gel column chromatography

ORD record

ord-ebf8a8aaa57641249cce92f8dff57a23

Source dataset

uspto-grants-1990_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04980489