Triethylamine → 2-Bromo-1-cyclohexyl-3-dimethylamino-propenone

To an ice cold solution of 1.18 g (6.51 mmol) of 1-cyclohexyl-3-dimethylamino-propenone in 8 mL of dichloromethane was added dropwise 1.04 g (6.51 mmol) of bromine via an addition funnel. The reaction mixture was stirred at 0□C. for 0.5 h and then 0.9 mL (6.51 mmol) of triethylamine in 10 mL of ether was added dropwise. The mixture was stirred at 0□C. for 1 h and allowed to warm up to rt. A light yellow solid precipitated from the solution, and it was separated by filtration. The filtrate was then concentrated to give 1.69 g of 2-bromo-1-cyclohexyl-3-dimethylamino-propenone as a brown solid as indicated by 1H NMR. The product was used in the next reaction without any further purification.

1. stirringThe mixture was stirred at 0□C
2. waitfor 1 h
3. customA light yellow solid precipitated from the solution, and it
4. customwas separated by filtration
5. concentrationThe filtrate was then concentrated

ORD record

ord-932a8e417ef5421dbb42200b879a9fef

Source dataset

uspto-grants-2008_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07449488B2