HCID 14306651, compound → HCID 14306654, compound

HRID 275018Notes

Reaction equation

HRID 275018 reaction equation
[CH2:1]([O:3][P:4]([C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][C:14]([CH3:20])([CH3:19])[CH:13]1[O:21][CH:12]21)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[OH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1>[OH-].C([N+](C)(C)C)C1C=CC=CC=1>[CH2:1]([O:3][P:4]([C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][C:14]([CH3:20])([CH3:19])[C@@H:13]([OH:21])[C@@H:12]2[N:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]1=[O:22])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 14306651HCID 14306651, compoundHCID 178516071HCID 178516071, compound

Product 1

HCID 14306654HCID 14306654, compound

Reagents, catalysts & solvents 1

HCID 66854Benzyltrimethylammonium hydroxideCatalyst

Procedure

A mixture containing 5.6 g of 6-diethylphosphono-2,2-dimethyl-3,4-epoxychromane, 2.5 g of 2-hydroxypyridine and 4 drops of benzyltrimethylammonium hydroxide is refluxed for 48 hours. After the dioxane has been concentrated, the residue is taken up in methylene chloride and the mixture is washed twice with water and then dried over sodium sulfate and concentrated to dryness. Ethyl ether is added and the product crystallizes. After recrystallization from ethyl acetate, 1.5 g of the expected product are obtained. Melting point: 130° C. (capillary tube)

Workup

  1. temperatureis refluxed for 48 hours
  2. concentrationAfter the dioxane has been concentrated
  3. washthe mixture is washed twice with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated to dryness
  6. additionEthyl ether is added
  7. customthe product crystallizes
  8. customAfter recrystallization from ethyl acetate, 1.5 g of the expected product
  9. customare obtained

Sources & evidence

ORD record
ord-fa26d771398043bbb638f0830ddf6a62
Source dataset
uspto-grants-1995_02
Patent number
US05391751

Reaction notes

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