تفاعل #329630

معادلة التفاعل

water

5,6-dihydroxyindanone

iodopentane

caesium carbonate

heptane ethyl acetate

→

expected product

المردود 48.0%

Methyl 3-(3-oxo-6-pentyloxyindan-5-yloxymethyl)benzoate

المردود 48.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe medium is cooled to room temperature
2. 2
   استخلاصextracted with methylene chloride
3. 3
   غسيلThe combined organic phases are washed with water
4. 4
   تجفيفdried over sodium sulfate
5. 5
   تركيزconcentrated (1.9 g solid)

الإجراء التجريبي

A mixture of 5,6-dihydroxyindanone (2.2 g; 13.4 mmol), iodopentane (1.75 ml; 13.4 mmol) and caesium carbonate (Cs2CO3; 4.8 g; 14.7 mmol) in DMF (50 ml) is heated at 40° C. for 35 minutes. The medium is cooled to room temperature, poured into water and extracted with methylene chloride. The combined organic phases are washed with water, dried over sodium sulfate and then concentrated (1.9 g solid). Flash chromatography (85/15 heptane/ethyl acetate) gives the expected product (1.5 g; 48% yield).

المصدر