6-Methoxy-alpha-tetralone → 6-Methoxy-1,2,3,4-tetrahydronaphthalen-1-ol

6-Methoxytetralone (10 g, 0.057 mol) was mixed with 150 ml of dry ethanol and sodium borohydride (1.2 eq) was added by portions to the stirred mixture. The reaction mixture was left to stir at ambient temperature for 15 h. The reaction mixture was then concentrated by rotary evaporation, mixed with 100 ml of water and heated for 1 h at 45° C. The resulting mixture was extracted into diethyl ether (3×80 ml). Combined organic extract was dried over Na2SO4 and concentrated by rotary evaporation to give 10.39 g of yellow oil which was used in the next step without additional purification.

1. additionwas added by portions to the stirred mixture
2. waitThe reaction mixture was left
3. concentrationThe reaction mixture was then concentrated by rotary evaporation
4. additionmixed with 100 ml of water
5. temperatureheated for 1 h at 45° C
6. extractionThe resulting mixture was extracted into diethyl ether (3×80 ml)
7. extractionCombined organic extract
8. dry with materialwas dried over Na2SO4
9. concentrationconcentrated by rotary evaporation

ORD record

ord-43481a2c88764119b07d1370a430297b

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07517992B2