Methyl morpholine oxide → HCID 19611677, compound

HRID 1602380Notes

Reaction equation

HRID 1602380 reaction equation
C[N+]1([O-])CC[O:5]CC1.Br[CH2:10][C:11]1[C:16]2[CH:17]=[CH:18][O:19][C:15]=2[C:14]([Cl:20])=[CH:13][CH:12]=1>C(#N)C>[Cl:20][C:14]1[CH:13]=[CH:12][C:11]([CH:10]=[O:5])=[C:16]2[C:15]=1[O:19][CH:18]=[CH:17]2

Participants

4

Reactant 2

HCID 82029Methyl morpholine oxideHCID 19611696HCID 19611696, compound

Product 1

HCID 19611677HCID 19611677, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of the N-methylmorpholine-N-oxide (37.64 g) in aoetonitrile (370 ml) containing 3 Å molecular sieves (36.6 g) was stirred at room temperature overnight and cooled in ice. A solution of 4-bromomethyl-7-chloro-benzofuran (39.44 g) in acetonitrile (90 ml) was added and the mixture stirred in at 0° C. for 4 h. The mixture was filtered and the filtrate evaporated to dryness. Water and ethyl acetate were added to the residue and the organic phase separated, dried (Na2SO4) and evaporated to give the title compound (21.3 g) as a pale yellow solid.

Workup

  1. temperaturecooled in ice
  2. stirringthe mixture stirred in at 0° C. for 4 h
  3. filtrationThe mixture was filtered
  4. customthe filtrate evaporated to dryness
  5. additionWater and ethyl acetate were added to the residue
  6. customthe organic phase separated
  7. dry with materialdried (Na2SO4)
  8. customevaporated

Sources & evidence

ORD record
ord-e3b7f707ab4d4a74beb84622911d5f84
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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