Bromine → 5-Acetamido-6-bromoindan

HRID 1267806Notes

Reaction equation

HRID 1267806 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][CH2:9][CH2:8]2)(=[O:3])[CH3:2].[Br:14]Br>C(O)(=O)C.O>[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[Br:14])[CH2:10][CH2:9][CH2:8]2)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 24408BromineHCID 583823N-(2,3-Dihydro-1H-inden-5-yl)acetamide

Product 1

HCID 104000345-Acetamido-6-bromoindanYield 80%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

To a solution of 5-acetylaminoindane (53.0 g, 0.30 mol) in glacial acetic acid (1 L) at 10° C. was added dropwise over a period of 1 h a solution of bromine (19.0 mL, 0.37 mol). The mixture was further stirred at 10° C. for 15 min, and was then diluted with water until no more precipitate formed. The precipitate was collected, washed with water and dried under vacuum to give 61 g (80%) of the title compound.

Workup

  1. customformed
  2. customThe precipitate was collected
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-a01b590395204d6f9078ddc15ac5f355
Source dataset
uspto-grants-2003_04
Patent number
USRE038103E1

Reaction notes

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