Sodium Carbonate → 4-Methyl-3-formyl-pent-3-en-1-oic acid

Temperature

0 °C

A solution of 18.2 g of the product of Step A in 25 ml of methanol were added all at once to a solution of 18.9 g of sodium carbonate in 180 ml of water cooled to 0° C. and the mixture stood at room temperature for 120 hours. The mixture was washed with ether and cooled to 0° C. after which concentrated sulfuric acid was added to the mixture under an inert atmosphere until the pH was ≃1. The mixture was extracted with chloroform and then with ethyl acetate and the combined organic phases were dried and evaporated to dryness under reduced pressure to obtain 9.5 g of residue. The latter was crystallized from water to obtain 7.4 g of pure 3-formyl-4-methyl-pent-3-one-1-oic acid melting at 102° C.

1. washThe mixture was washed with ether
2. temperaturecooled to 0° C. after which concentrated sulfuric acid
3. additionwas added to the mixture under an inert atmosphere until the pH
4. extractionThe mixture was extracted with chloroform
5. dry with materialwith ethyl acetate and the combined organic phases were dried
6. customevaporated to dryness under reduced pressure

ORD record

ord-4c5b6ec7f5a24b0092207acd03729e5b

Source dataset

uspto-grants-1985_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04556732