Triethylamine → 2-(Trimethylsilyl)ethyl chloroformate

To a solution of 2-trimethylsilylethanol (5.0 g, 42.3 mmol) in dichloromethane (35 mL) at 0° C. was added triethylamine (4.7 g, 46.5 mmol). To this stirred solution was added dropwise a solution of triphosgene (4.40 g, 14.8 mmol) in dichloromethane (15 mL); a white precipitant was formed immediately. The mixture was stirred at low temperature for 15 minutes, the ice bath removed, and the mixture was stirred for an additional 1 hour at room temperature. After 1 hour, the white precipitant was filtered and washed with dichloromethane (˜60 mL). The combined filtrate and washings were concentrated. The resultant oily carbonochloridate was used without further purification.

1. customa white precipitant was formed immediately
2. customthe ice bath removed
3. stirringthe mixture was stirred for an additional 1 hour at room temperature
4. waitAfter 1 hour
5. filtrationthe white precipitant was filtered
6. washwashed with dichloromethane (˜60 mL)
7. concentrationThe combined filtrate and washings were concentrated
8. customThe resultant oily carbonochloridate was used without further purification

ORD record

ord-1a6b8382bf7c4bcd9b173e6fe3e7c285

Source dataset

uspto-grants-2003_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06627660B1