Butyl isocyanate → HCID 14885219, compound

Glycine ethyl ester·HCl (5.58 g, 40 mmol) was suspended in distilled CH2Cl2 (20 ml). After cooling in an ice bath, distilled Et3N (6.13 ml, 44 mmol) was added. Distilled n-butyl isocyanate (4.95 ml, 44 mmol) was added. The cooling bath was removed and the mixture was left stirring overnight at room temperature. Additional Et3N (3.05 ml) was added and the mixture was stirred 3 more hours. After diluting with more CH2Cl2, the solution was washed with water (50 ml), lN HCl (50 ml), saturated NaHCO3 solution (50 ml) and water (50 ml). After drying (MgSO4), the solvent was removed in vacuo leaving the title compound (7.641 g, 94%) which slowly crystallized. This was used without further purification.

1. temperatureAfter cooling in an ice bath
2. additionwas added
3. customThe cooling bath was removed
4. waitthe mixture was left
5. additionAdditional Et3N (3.05 ml) was added
6. stirringthe mixture was stirred 3 more hours
7. additionAfter diluting with more CH2Cl2
8. washthe solution was washed with water (50 ml), lN HCl (50 ml), saturated NaHCO3 solution (50 ml) and water (50 ml)
9. dry with materialAfter drying (MgSO4)
10. customthe solvent was removed in vacuo

ORD record

ord-0b0b8c4e9821486f965b6e96215c7c0b

Source dataset

uspto-grants-1988_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04734424