Hydrogen Bromide → 4-(2-(Ethylamino)propyl)-1,2-benzenediol hydrobromide

HRID 2099709Notes

Reaction equation

HRID 2099709 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH:12]([NH:14][CH2:15][CH3:16])[CH3:13])[CH:6]=[CH:7][C:8]=1[O:9]C.[BrH:17]>>[BrH:17].[CH2:15]([NH:14][CH:12]([CH3:13])[CH2:11][C:5]1[CH:4]=[C:3]([OH:2])[C:8]([OH:9])=[CH:7][CH:6]=1)[CH3:16]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 22061570[2-(3,4-Dimethoxy-phenyl)-1-methyl-ethyl]-ethyl amine

Product 1

HCID 1303564-(2-(Ethylamino)propyl)-1,2-benzenediol hydrobromide

Procedure

A solution of 1.1 g (4.92 mmol) of 2A in 10 mL of 48% HBr was heated to reflux under argon atmosphere for 3.5 hours and then concentrated to dryness under reduced pressure. To this was added 50 mL of dichloromethane and concentrated to dryness under reduced pressure to give crude 2B as a dark brown powder (M+Na, 318).

Workup

  1. temperatureto reflux under argon atmosphere for 3.5 hours
  2. concentrationconcentrated to dryness under reduced pressure
  3. additionTo this was added 50 mL of dichloromethane
  4. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-1b9609bfe6814631b914b313d1b6d23a
Source dataset
uspto-grants-2009_08
Patent number
US07569676B2

Reaction notes

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