Methanol → HCID 86634961, compound

Temperature

60 °C

Under nitrogen atmosphere, a mixture of 0.57 g of methyl (1R)-trans-3-[(E)-3-methoxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate, 7.5 ml of 1 mol/L sodium hydroxide aqueous solution and 7.5 ml of methanol was stirred at 60° C. for 3 hours. Then, water was added to the reaction mixture, and the mixture was washed with diethyl ether. 1 mol/L hydrochloric acid was added to the resultant aqueous layer to make the layer acidic, and extraction with diethyl ether was performed, then, the organic layer was dried over anhydrous magnesium sulfate, then, filtrated. The filtrate was concentrated under reduced pressure, then, the residue was subjected to silica gel column chromatography to obtain 0.32 g of (1R)-trans-3-[(E)-3-methoxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylic acid:

1. washthe mixture was washed with diethyl ether
2. addition1 mol/L hydrochloric acid was added to the resultant aqueous layer
3. extractionextraction with diethyl ether
4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
5. filtrationfiltrated
6. concentrationThe filtrate was concentrated under reduced pressure

ORD record

ord-625fb2ca72614d2fb773358529d87216

Source dataset

uspto-grants-2011_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08039499B2