Ethanol → HCID 178467003, compound

HRID 646556Notes

Reaction equation

HRID 646556 reaction equation
[Br:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[CH2:11]([OH:13])[CH3:12]>>[CH2:11]([O:13][C:7]1[CH:2]=[C:3]([OH:9])[C:6]2[C:7](=[C:2]([Br:1])[C:3]([O:9][CH3:10])=[CH:4][CH:5]=2)[N:8]=1)[CH3:12]

Participants

3

Reactant 2

HCID 702EthanolHCID 109105752-Bromo-3-methoxyaniline

Product 1

HCID 178467003HCID 178467003, compound

Procedure

To 2-bromo-3-aminoanisole 2b4 (750 mg, 3.7 mmol, 1 eq) was added imidate 2g2 (0.73 g, 3.7 mmol, 1 eq) in ethanol (7 mL) under a N2 atmosphere. The mixture was stirred at RT. for 24 hrs at which point the reaction was concentrated and purified directly on a silica gel column (eluent: EtOAc/Hexanes (1:9)) to afford adduct 2o1 (1.12 g, 88%) as a pale yellow oil. MS: 344 (M+H)+ and 346 (MH+2)+.

Workup

  1. concentrationthe reaction was concentrated
  2. custompurified directly on a silica gel column (eluent: EtOAc/Hexanes (1:9))
  3. customto afford adduct 2o1 (1.12 g, 88%) as a pale yellow oil

Sources & evidence

ORD record
ord-3da86e45c59148e7b6b06f0e59ca1225
Source dataset
uspto-grants-2010_04
Patent number
US07705146B2

Reaction notes

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