Bromine → HCID 67656859, compound

HRID 863480Notes

Reaction equation

HRID 863480 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[CH2:13][CH:12]([O:15][C:16](=[O:18])[CH3:17])[CH2:11][CH2:10]2)(=[O:3])[CH3:2].[Br:19]Br>C(O)(=O)C>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([Br:19])=[C:9]2[C:14]=1[CH2:13][CH:12]([O:15][C:16](=[O:18])[CH3:17])[CH2:11][CH2:10]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 53643751HCID 53643751, compound

Product 1

HCID 67656859HCID 67656859, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of acetic acid 8-acetylamino-1,2,3,4-tetrahydronaphthalen-2-yl ester (2.2 g, 8.9 mmol) and bromine (1.7 g, 10.7 mmol) in 50 mL of acetic acid was stirred at room temperature for 18 h. The solvent was removed by rotoevaporation, and the residue was taken up in an diethyl ether/water mixture. The resulting solid was collected by filtration, and washed with diethyl ether. After drying the product (2.75 g) was obtained in 95% yield.

Workup

  1. customThe solvent was removed by rotoevaporation
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with diethyl ether
  4. dry with materialAfter drying the product (2.75 g)
  5. customwas obtained in 95% yield

Sources & evidence

ORD record
ord-bc0a6190678c43ec92997e471d6bc21f
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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