Benzylethanolamine → N-Benzyl-2-chloroethan-1-amine

Temperature

80 °C

N-Benzyl ethanolamine (15.1 g, 100 mmol) was stirred in benzene (160 ml) at room temperature. Thionyl chloride (30 ml) was added dropwise over ten minutes. A white precipitate began to form immediately and the reaction mixture was warmed to 80° C. for 30 minutes. After cooling to room temperature the white solid was filtered off, washed with ether and dried. This solid was neutralised with sodium hydroxide solution and extracted with ethylacetate, washed with brine, dried (MgSO4) and evaporated to a yellow oil which was chromatographed on silica gel. Elution with petrol/ethylacetate: 1/1 afforded the title amine as a colourless oil, yield 6.75 g (40%).

1. customto form immediately
2. temperatureAfter cooling to room temperature the white solid
3. filtrationwas filtered off
4. washwashed with ether
5. customdried
6. extractionextracted with ethylacetate
7. washwashed with brine
8. dry with materialdried (MgSO4)
9. customevaporated to a yellow oil which
10. customwas chromatographed on silica gel
11. washElution with petrol/ethylacetate

ORD record

ord-08db7425c0864254a0b1815e025ca88e

Source dataset

uspto-grants-1985_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04524073