Trifluoroacetic acid → [3-(Aminomethyl)phenyl]methanol

Trifluoroacetic acid (5 ml) was added to a solution of (3-hydroxymethylbenzyl)carbamic acid tert butylester (1.70 g, 7.17 mmol) in dichloromethane (5 ml). The reaction mixture was stirred for 40 min. The solvent was removed in vacuo. The residue was dissolved in dichloromethane (40 ml). The solvent was removed in vacuo. The latter procedure was repeated twice. The residue was dissolved in water (50 ml) and an 1 N aqueous solution of sodium hydroxide (100 ml). It was washed with tert-butyl methyl ether (3×100 ml). It was saturated with sodium chloride and extracted with dichloromethane (3×75 ml). The combined dichloromethane-phases were dried over magnesium sulphate. The solvent was removed in vacuo to give 328 mg of crude (3-(aminomethyl)phenyl)methanol, which was used for the further steps without purification.

1. customThe solvent was removed in vacuo
2. dissolutionThe residue was dissolved in dichloromethane (40 ml)
3. customThe solvent was removed in vacuo
4. dissolutionThe residue was dissolved in water (50 ml)
5. washIt was washed with tert-butyl methyl ether (3×100 ml)
6. extractionextracted with dichloromethane (3×75 ml)
7. dry with materialThe combined dichloromethane-phases were dried over magnesium sulphate
8. customThe solvent was removed in vacuo

ORD record

ord-3b6d9f24f2fa432eba409410aa007b0d

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07524813B2