Water → HCID 178519456, compound

Temperature

0 °C

Ferrocene (10.0 g, 53.8 mmol) was dissolved in CH2Cl2 (50 mL) in a 250 mL round-bottom flask with argon inlet and dripping funnel and cooled to 0° C. Then aluminum (III) chloride (7.88 g. 59.1 mmol) was suspended in CH2Cl2 (50 mL) in a dropping funnel and o-bromobenzoyl chloride (12.4 g, 7.4 mL, 56.4 mmol) was added dropwise using a syringe. The resulting solution was added by drops of the ferrocene from the dropping funnel. An intense dark purple color appeared. After 2 h of stirring water (15 mL) was slowly added at 0° C. After the end of the hydrolysis, which progressed with strong generation of Gases, the solution was diluted with CH2Cl2 (100 mL) and washed with potassium carbonate solution (50 mL) and a saturated salt solution (50 mL). The organic phase was dried over magnesium sulfate, filtered and concentrated on a rotary evaporator. The crude product was purified by column chromatography (pentane/tert-butylmethyl ether=4/1). Ketone 1 (16.1 g, 43.6 mmol), 81%) was obtained as a dark red solid (mp: 102° C.).

1. customAfter the end of the hydrolysis, which
2. washwashed with potassium carbonate solution (50 mL)
3. dry with materialThe organic phase was dried over magnesium sulfate
4. filtrationfiltered
5. concentrationconcentrated on a rotary evaporator
6. customThe crude product was purified by column chromatography (pentane/tert-butylmethyl ether=4/1)

ORD record

ord-78555dabedd2425ca192fd8fbe7b54fe

Source dataset

uspto-grants-2001_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06191284B1