Butanal → HCID 86669448、化合物

温度

0 °C

To a suspension of 1H-1,2,3-benzotriazole (3.46 g, 29.1 mmol) in toluene (38 mL) was added 4-bromoaniline (5.09 g, 29.1 mmol) in toluene (4.7 mL) and the reaction mixture was bubbled with Argon gas then cooled to 0° C. Butanal (2.88 mL, 32 mmol) in toluene (4.7 mL) was added dropwise and the resulting mixture was allowed to warm to room temperature and stirred for 16 h before being treated with ethenylformamide (2.03 mL, 29.1 mmol), 4-methylbenzenesulfonic acid monohydrate (55.3 mg, 0.29 mmol). The resulting mixture was stirred at 72° C. for 3 h then cooled to room temperature and diluted with AcOEt (50 mL). The organic phase was washed with a 1M NaOH aqueous solution (20 mL), water (50 mL) then brine (50 mL), dried over MgSO4 and concentrated in vacuovacuo. The residue was recrystallised from petroleum/Et2O (1:10, 3×30 mL) to give [(cis)-6-bromo-2-propyl-1,2,3,4-tetrahydro-4-quinolinyl]formamide (2.59 g, 29%) as a white solid.

1. customthe reaction mixture was bubbled with Argon gas
2. temperatureto warm to room temperature
3. stirringThe resulting mixture was stirred at 72° C. for 3 h
4. temperaturethen cooled to room temperature
5. washThe organic phase was washed with a 1M NaOH aqueous solution (20 mL), water (50 mL)
6. dry with materialbrine (50 mL), dried over MgSO4
7. concentrationconcentrated in vacuovacuo
8. customThe residue was recrystallised from petroleum/Et2O (1:10, 3×30 mL)

ORDレコード

ord-25262e3daff04a399fad220f7be8036c

出典データセット

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08580957B2