Hydrogen Bromide → 4-(Methylamino)phenol--hydrogen bromide (1/1)

HRID 1841583Notes

Reaction equation

HRID 1841583 reaction equation
[CH3:1][NH:2][C:3]1[CH:10]=[CH:9][C:6]([O:7]C)=[CH:5][CH:4]=1.[BrH:11]>C(O)(=O)C>[BrH:11].[CH3:1][NH:2][C:3]1[CH:10]=[CH:9][C:6]([OH:7])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 22250N-Methyl-4-anisidine

Product 1

HCID 234465884-(Methylamino)phenol--hydrogen bromide (1/1)Yield 99%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
110 °C

Procedure

A solution of 30 g (219 mmol) N-methyl-p-anisidine was dissolved in 250 ml 62% aqueous HBr and 435 ml acetic acid. The reaction mixture was heated to 110° C. for 8 h, cooled and evaporated to yield 44.1 g (99%) of 4-Methylamino-phenol hydrobromide (1:1) as a brown solid, MS: 124 (MH+).

Workup

  1. temperaturecooled
  2. customevaporated

Sources & evidence

ORD record
ord-1e019230bd654d4b88fd963f9f1c52c6
Source dataset
uspto-grants-2004_01
Patent number
US06683201B2

Reaction notes

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