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With chromium(VI) oxide; sulfuric acid; In water; acetone; at 0 - 20℃; for 2.5h;
The Jones oxidation reagent was prepared from sulfuric acid (30 mL), Cr03 (8.1 g) and H20 (30 mL) in an ice/water bath. A solution of 3-hydroxycyclohexane-l-carboxylic acid (11 g, 76.3 mmol, 1.00 equiv) in acetone (150mL) was added slowly the prepared Jones reagent at 0 C in 30 min. After addition, the resulting solution was stirred for 2 h at room temperature and the solids were filtered out. The resulting solution was extracted with DCM (3 xlOO mL). The combined organic layers were washed with brine and dried over sodium sulfate and concentrated under vacuum to give the desired 3-oxocyclohexane-l-carboxylic acid (8.7 g, crude) as a yellow oil.
With Jones reagent; In acetone; at 0 - 20℃; for 2.5h;
[00355] Synthesis of compound 30.3. The Jones oxidation reagent was prepared from sulfuric acid (30 mL), Cr03 (8.1 g) and H20 (30 mL) in an ice/water bath. To a solution of 30.2 (11 g, 76.3 mmol, 1.00 equiv) in acetone (150mL) was added slowly the prepared Jones reagent at 0 C in 30 min. After addition, the resulting solution was stirred for 2 h at room temperature and the solids were filtered out. The resulting solution was extracted with DCM (3 xlOO mL). The combined organic layers were washed with brine and dried over sodium sulfate and concentrated under vacuum to give the desired 30.3 (8.7 g, crude) as a yellow oil.
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