Dimethylformamide → Tert-butyl 2-(4-formylphenyl)morpholine-4-carboxylate

tert-Butyl 2-(4-bromophenyl)morpholine-4-carboxylate (684 mg, 2 mmol, CAS 1131220-82-0) in THF (6 ml) was cooled to −78° C., treated dropwise with n-butyllithium (1.88 ml, 3 mmol, 1.6 M solution in hexane) and stirred 30 min at −78° C. Dimethylformamide (1 ml, 2 mmol) was added dropwise and the mixture was stirred for 2 h at −78° C., and then allowed to warm up to −10° C. The reaction mixture was quenched by addition of saturated ammonium chloride solution (4 ml) and water (4 ml) and the resulting mixture was partitioned between water and ethyl acetate.

1. stirringthe mixture was stirred for 2 h at −78° C.
2. temperatureto warm up to −10° C
3. customThe reaction mixture was quenched by addition of saturated ammonium chloride solution (4 ml) and water (4 ml)
4. customthe resulting mixture was partitioned between water and ethyl acetate

ORD record

ord-335a68a26b27450990c94de739bd5931

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09181230B2