Ammonia → 4-Bromoisoindolin-1-one

HRID 552391Notes

Reaction equation

HRID 552391 reaction equation
[NH3:1].C[O:3][C:4](=O)[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Br:11])[C:6]=1[CH2:12]Br>CO>[Br:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]2[C:6]=1[CH2:12][NH:1][C:4]2=[O:3]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 21907554Methyl 3-bromo-2-(bromomethyl)benzoate

Product 1

HCID 219075094-Bromoisoindolin-1-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 25 mL microwave tube 3-bromo-2-bromomethyl-benzoic acid methyl ester is dissolved in methanol (15 mL) and mixed with 7.0M methanolic ammonia (6.3 mL) and 17.0M aqueous ammonia (7.3 mL). The microwave tube is sealed and the mixture is stirred overnight at room temperature. The precipitate formed is filtered out and washed with cold water, then dried under vacuum to afford the title compound.

Workup

  1. customThe microwave tube is sealed
  2. customThe precipitate formed
  3. filtrationis filtered out
  4. washwashed with cold water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-7fb216503ba340cca3edfc6422d298d0
Source dataset
uspto-grants-2011_05
Patent number
US07951818B2

Reaction notes

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