Methyl morpholine oxide → Methyl 2-bromo-6-formylbenzoate

HRID 1826527Notes

Reaction equation

HRID 1826527 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[C:9]([CH2:10]Br)=[CH:8][CH:7]=[CH:6][C:5]=1[Br:12].C[N+]1([O-])CC[O:18]CC1>C(#N)C>[CH3:1][O:2][C:3](=[O:13])[C:4]1[C:9]([CH:10]=[O:18])=[CH:8][CH:7]=[CH:6][C:5]=1[Br:12]

Participants

4

Reactant 2

HCID 82029Methyl morpholine oxideHCID 23574705Methyl 2-bromo-6-(bromomethyl)benzoate

Product 1

HCID 23574706Methyl 2-bromo-6-formylbenzoate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 2-bromo-6-bromomethyl-benzoic acid methyl ester (21.8 mmol), N-methylmorpholine N-oxide (43.6 mmol) and 35 g powdered 4 Å molecular sieves in 350 mL acetonitrile was stirred for 1.5 h at room temperature. The reaction was filtered through a bed of silica, and the filtrate was purified on silica.

Workup

  1. filtrationThe reaction was filtered through a bed of silica
  2. customthe filtrate was purified on silica

Sources & evidence

ORD record
ord-da56197f29e24d5d9acfd7a526560f7d
Source dataset
uspto-grants-2006_05
Patent number
US07049318B2

Reaction notes

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