Acetic Acid → HCID 89924294, compound

Temperature

27.5 °C

To a stirred solution of 2-bromo-5,5-dimethylcyclopent-2-enone (prepared according to procedure reported in Organic Letters 2002, 4, 71-74, 17 g, 90 mmol) in methanol (200 ml) was added acetic acid, (5.15 ml, 90 mmol) at 25-30° C. Solid potassium cyanide (11.71 g, 180 mmol) was added and continued stirring the reaction mass for 4-5 h at 25-30° C. The progress of reaction was monitored by TLC. After completion of reaction, filtered the reaction mass through cotton filter and then filtrate was concentrated under reduced pressure. A crude oily compound was dissolved in Ethyl acetate (500 ml) and washed with water (100 ml) to remove the unreacted potassium cyanide. Organic layer was dried over sodium sulphate and concentrated under reduced pressure till dryness. Crude compound was purified over silica gel (100-200 mesh) by using 10% ethylacetated in hexane as eluent to obtain title produced (7.1 g)

1. customThe progress of reaction
2. customAfter completion of reaction
3. filtrationfiltered the reaction mass through cotton
4. filtrationfilter
5. concentrationfiltrate was concentrated under reduced pressure
6. dissolutionA crude oily compound was dissolved in Ethyl acetate (500 ml)
7. washwashed with water (100 ml)
8. customto remove the unreacted potassium cyanide
9. dry with materialOrganic layer was dried over sodium sulphate
10. concentrationconcentrated under reduced pressure till dryness
11. customCrude compound was purified over silica gel (100-200 mesh)
12. customto obtain title
13. customproduced (7.1 g)

ORD record

ord-5e1f8796dbf744dd92bb25641f905195

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09359367B2