(R)-1-Phenylpropylamine → (R)-(+)-1-Phenylpropyl isocyanate

To a solution of 1(R)-phenylpropylamine (14.33 g, 106 mmol) in Et2O (102 mL) was added a 1.0 M solution of HCl/Et2O (212 mL, 212 mmol). The mixture was stirred for 30 min, then the crude solution was evaporated to dryness on a rotary evaporator. The resulting white hydrochloride salt was suspended in toluene (200 mL), triphosgene was added (11.67 g, 39.3 mmol) and the resulting suspension was stirred at reflux for 3 h at room temperature overnight. The reaction mixture was concentrated and the final volume adjusted to 200 mL with toluene giving a final concentration of 0.53M. The resulting isocyanate solution was used as such. An aliquot (170 mL) was concentrated to give a colorless oil.

1. customthe crude solution was evaporated to dryness on a rotary evaporator
2. additiontriphosgene was added (11.67 g, 39.3 mmol)
3. stirringthe resulting suspension was stirred
4. concentrationThe reaction mixture was concentrated
5. concentrationAn aliquot (170 mL) was concentrated
6. customto give a colorless oil

ORDレコード

ord-3d377779649647939bbbe6a1324bee03

出典データセット

uspto-grants-2001_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06211170B1