Methanol → HCID 86743337, compound

HRID 1088025Notes

Reaction equation

HRID 1088025 reaction equation
O1CCCCC1OCC[C@@H]1[C@H](NC(=O)[C:18]([F:21])([F:20])[F:19])C[C@H]2C[C@@H]1C2(C)C.[C:26]1([CH3:36])[CH:31]=[CH:30][C:29](S(O)(=O)=O)=[CH:28][CH:27]=1.C([N:39]([CH2:42][CH3:43])CC)C.[CH3:44][OH:45]>>[F:19][C:18]([F:21])([F:20])[C:44]([NH:39][C:42]12[CH2:43][CH:27]([C:26]1([CH3:36])[CH3:31])[CH2:28][CH2:29][CH2:30]2)=[O:45]

Participants

5

Reactant 4

HCID 887MethanolHCID 6101p-Toluenesulfonic acidHCID 8471TriethylamineHCID 14352650HCID 14352650, compound

Product 1

HCID 86743337HCID 86743337, compound

Procedure

To a solution of 9.7 g of the above-mentioned tetrahydropyran-2-yloxy compound 17a in 270 ml of methanol is added 115 mg of p-toluenesulfonic acid and the mixture is stirred at room temperature for 2 hours, and then 0.5 ml of triethylamine is added thereto. The resulting mixture is evaporated under reduced pressure, the residue is dissolved in chloroform, washed with water and a saturated sodium chloride aqueous solution, dried over sodium sulfate, and evaporated under reduced pressure. The residue is crystallized from chloroform hexane to give 6.62 g of the titled compound 18a as needles, of which the physical constants are as follows. Mp. 143°-144° C.

Workup

  1. customThe resulting mixture is evaporated under reduced pressure
  2. dissolutionthe residue is dissolved in chloroform
  3. washwashed with water
  4. dry with materiala saturated sodium chloride aqueous solution, dried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customThe residue is crystallized from chloroform hexane

Sources & evidence

ORD record
ord-10ec13006e9941bc8ba5fcd4bdc1871b
Source dataset
uspto-grants-1990_10
Patent number
US04960909

Reaction notes

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