Furfurylamine → HCID 15058198, compound

HRID 704659Notes

Reaction equation

HRID 704659 reaction equation
[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:8][C:9]2[C:14](=[O:15])[CH:13]=[C:12]([CH2:16][OH:17])O[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:24]1[CH:28]=[C:27]([CH2:29][NH2:30])[O:26][CH:25]=1>CO.C(Cl)(Cl)Cl>[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:8][C:9]2[C:14](=[O:15])[CH:13]=[C:12]([CH2:16][OH:17])[N:30]([CH2:29][C:27]3[O:26][CH:25]=[CH:24][CH:28]=3)[CH:10]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 3438FurfurylamineHCID 14306387HCID 14306387, compound

Product 1

HCID 15058198HCID 15058198, compoundYield 70.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

To a solution of 3.083 g of 3-diphenylmethoxy-6-hydroxymethyl-4-pyrone in 50 ml of methanol is added 7.645 g of 2-furfurylamine at room temperature, and the mixture is stirred for 4 days. The reaction mixture is condensed under reduced pressure, and the resulting residue is dissolved in 600 ml of chloroform. The organic solution is washed with water, a saturated aqueous potassium hydrogen sulfate solution in this sequence, dried over anhydrous magnesium sulfate and condensed under reduced pressure. The resulting crystal is collected by filtration, washed with a small amount of chloroform and dried under reduced pressure to give the title compound (2.72 g).

Workup

  1. customcondensed under reduced pressure
  2. washThe organic solution is washed with water
  3. dry with materiala saturated aqueous potassium hydrogen sulfate solution in this sequence, dried over anhydrous magnesium sulfate and condensed under reduced pressure
  4. filtrationThe resulting crystal is collected by filtration
  5. washwashed with a small amount of chloroform
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-fe4d0e4cc2d84ddb8fe5a06316cda6d5
Source dataset
uspto-grants-1991_01
Patent number
US04988686

Reaction notes

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