Iodine → HCID 22641242, compound

Temperature

0 °C

Into a 300 ml four-necked flask was placed 31.68 g (0.12 mol) of 1-(3,7-dimethyloctyloxy)-2,5-dimethylbenzene and 10 ml of chloroform and 0.21 g (0.8 mmol) of iodine, and the flask was purged with nitrogen while stirring and the mixture was cooled to 0° C. Bromine in an amount of 19.18 g (0.12 mol) was added dropwise over 1 hour while keeping the temperature not more than 5° C. After addition, the mixture was heated to 30° C. and kept at the same temperature for 5 hours to complete the reaction. The mixture was cooled to room temperature, and the reaction mixture was added into 200 ml of a 5% sodium hydroxide aqueous solution. The mixture was stirred for 10 minutes, then, separated and extracted. The chloroform layer was washed with 200 ml of water, and the organic layer was dried over sodium sulfate. It was concentrated by an evaporator and the resulting residue was purified by column chromatography to obtain 1-(3,7-dimethyloctyloxy)-2,5-dimethyl-4-bromobenzene. The yield amount was 30 g (87.9 mmol) and the yield was 73%.

1. customInto a 300 ml four-necked flask was placed
2. customthe temperature not more than 5° C
3. additionAfter addition
4. temperaturethe mixture was heated to 30° C.
5. customthe reaction
6. temperatureThe mixture was cooled to room temperature
7. stirringThe mixture was stirred for 10 minutes
8. customseparated
9. extractionextracted
10. washThe chloroform layer was washed with 200 ml of water
11. dry with materialthe organic layer was dried over sodium sulfate
12. concentrationIt was concentrated by an evaporator
13. customthe resulting residue was purified by column chromatography

ORD record

ord-0ea78998b1044262922882c52bae5780

Source dataset

uspto-grants-2004_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06818733B2