Dichloromethane → N-(Benzyloxy)-1-phenylmethanamine--hydrogen chloride (1/1)

To a solution of crude N-benzyloxybenzylideneamine from Example 22(a) (3.0 g, 14.2 mmol) in dichloromethane (30 mL) at 0° C. was added dimethylphenylsilane (3.09 mL, 20.3 mmol) followed by trifluoroacetic acid (3.92 mL, 50.6 mmol). The solution was allowed to warm to room temperature and was stirred for 16 hours. The solution was concentrated by rotary evaporation. To the crude oil was added dichloromethane (20 mL) and a hydrogen chloride saturated solution of dichloromethane (20 mL). The insoluble material (300 mg) was filtered and the solution was concentrated by rotary evaporation. To the crude oil was added a hydrogen chloride saturated solution of ether (20 mL). Additional ether (100 mL) was added and the insoluble material was filtered. The solid obtained was combined with the initial solid filtered above to give the title compound (1.57 g, 45%).

1. concentrationThe solution was concentrated by rotary evaporation
2. additionTo the crude oil was added dichloromethane (20 mL)
3. filtrationThe insoluble material (300 mg) was filtered
4. concentrationthe solution was concentrated by rotary evaporation
5. additionTo the crude oil was added a hydrogen chloride saturated solution of ether (20 mL)
6. additionAdditional ether (100 mL) was added
7. filtrationthe insoluble material was filtered
8. customThe solid obtained
9. filtrationfiltered above

ORDレコード

ord-dc3ea33efafd4080b98f75383617acbd

出典データセット

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06313290B1