Ethanol → 4-Bromo-2-methylisoindolin-1-one

HRID 1947813Notes

Reaction equation

HRID 1947813 reaction equation
[CH3:1][NH2:2].C(O)C.[Br:6][C:7]1[C:8]([CH2:17]Br)=[C:9]([CH:14]=[CH:15][CH:16]=1)[C:10](OC)=[O:11]>C1COCC1>[Br:6][C:7]1[CH:16]=[CH:15][CH:14]=[C:9]2[C:8]=1[CH2:17][N:2]([CH3:1])[C:10]2=[O:11]

Participants

5

Reactant 3

HCID 702EthanolHCID 6329MethylamineHCID 21907554Methyl 3-bromo-2-(bromomethyl)benzoate

Product 1

HCID 219075344-Bromo-2-methylisoindolin-1-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methylamine in ethanol (10 mL, 80 mmol, 8M solution in ethanol) was added to a solution of Methyl 3-Bromo-2-(bromomethyl)benzoate in THF (30 mL). After stirring for 2 h the reaction mixture was concentrated to dryness and water (30 mL) was added with rapid stirring. The solids produced were isolated by filtration and dried to give the desired product

Workup

  1. concentrationwas concentrated to dryness and water (30 mL)
  2. additionwas added with rapid stirring
  3. customThe solids produced
  4. customwere isolated by filtration
  5. customdried

Sources & evidence

ORD record
ord-ed0f300cc30740dfa60a7e77d5f77914
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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