Methyl morpholine oxide → HCID 12661867, compound

HRID 1602390Notes

Reaction equation

HRID 1602390 reaction equation
Br[CH2:2][C:3]1[C:8]2[CH:9]=[CH:10][O:11][C:7]=2[CH:6]=[CH:5][C:4]=1[Cl:12].BrCC1C(Cl)=CC2[CH:19]=[CH:20][O:21]C=2C=1.C[N+]1([O-])CC[O:29][CH2:28][CH2:27]1>C(#N)C>[Cl:12][C:4]1[CH:5]=[CH:6][C:7]([O:11][CH2:10][CH:9]([O:21][CH2:20][CH3:19])[O:29][CH2:28][CH3:27])=[CH:8][C:3]=1[CH3:2]

Participants

5

Reactant 3

HCID 82029Methyl morpholine oxideHCID 19611680HCID 19611680, compoundHCID 19611703HCID 19611703, compound

Product 1

HCID 12661867HCID 12661867, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 4-bromomethyl-5-chloro-benzofuran mixture with 6-bromomethyl-5-chloro-benzofuran (30.54 g) in dry acetonitrile (80 ml) was added dropwise to a mixture of N-methylmorpholine-N-oxide (29.14 g) and 4 Å molecular sieves in dry acetonitrile (100 ml) at 100 under nitrogen. The mixture was stirred at room temperature for 5 h, filtered through hyflo and the filtrate evaporated. The residue was triturated under ether (100 ml) and filtered. The filtrate was evaporated and the residue recrystalised from cyciohexane to give the title compound as a pale yellow solid (10.95 g)

Workup

  1. filtrationfiltered through hyflo
  2. customthe filtrate evaporated
  3. customThe residue was triturated under ether (100 ml)
  4. filtrationfiltered
  5. customThe filtrate was evaporated
  6. customthe residue recrystalised from cyciohexane

Sources & evidence

ORD record
ord-dc39f61b78314c55836b52c96926e9a6
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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