(+)-(1R)-4-methyl-cyclohex-3-enecarboxylic acid synthesis
- Product Name:(+)-(1R)-4-methyl-cyclohex-3-enecarboxylic acid
- CAS Number:121424-36-0
- Molecular formula:C8H12O2
- Molecular Weight:140.18
1384122-49-9
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Yield:121424-36-0 100%
Reaction Conditions:
with lithium hydroxide monohydrate;water in tetrahydrofuran;methanol at 50; for 1 h;
Steps:
5.b b. Preparation of Compound 503
b. Preparation of Compound 503. (R)-((S)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl) 4-methylcyclohex-3-enecarboxylate 502 (1.30 g, 5.15 mmol) in THF (10 mL), water (1 mL) and methanol (1 mL) was treated with lithium hydroxide monohydrate (2.16 g, 51.5 mmol) and warmed to 50 °C with stirring. After Ihour, the reaction mixture treated with 1M HCI. The mixture was extracted with hexanes HF (10:1), dried over sodium sulfate, filtered and concentrated to 0.738 g (quantitative yield) of (R)-4- methylcyclohex-3-enecarboxylic acid 503 as a white powder.
References:
WO2013/40492,2013,A2 Location in patent:Page/Page column 81-82
1562400-53-6
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