Sodium Hydroxide → (S)-2-(Methylamino)-3-phenylpropan-1-ol

温度

-10 °C

To a suspension of N-methyl-L-phenylalanine (20 g, 112 mmol) in THF (1200 mL) cooled to −10° C. was added in small portions lithium aluminium hydride (6.35 g, 167 mmol). After ceasing of the initial exothermic reaction, the cooling bath was removed and the reaction mixture was heated at reflux overnight. Subsequently, another portion of lithium aluminium hydride (4.24 g, 112 mmol) was added after cooling to −10° C., followed by refluxing for an additional 3 h. The reaction mixture was cooled to −40° C., and aqueous 2 N sodium hydroxide was added cautiously. After warming up to r.t., the mixture was filtered, the residue was washed with MTB, and the filtrate was evaporated to give the crude target compound (17.7 g, 96% yield) which was used without further purification.

1. customexothermic reaction
2. customthe cooling bath was removed
3. temperaturethe reaction mixture was heated
4. temperatureat reflux overnight
5. temperatureafter cooling to −10° C.
6. temperatureby refluxing for an additional 3 h
7. temperatureThe reaction mixture was cooled to −40° C.
8. temperatureAfter warming up to r.t.
9. filtrationthe mixture was filtered
10. washthe residue was washed with MTB
11. customthe filtrate was evaporated

ORDレコード

ord-f727b87cd3c0462fa370d5c60cc4497f

出典データセット

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09314540B2