Epichlorohydrin → HCID 86656416, compound

HRID 1027494Notes

Reaction equation

HRID 1027494 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)Cl.[Cl:6][C:7]1[CH:35]=[CH:34][C:10]([CH2:11][C:12]2[N:13]=[C:14]([O:30][CH2:31][CH2:32][CH3:33])[C:15]3[N:20]=[C:19]([C:21]4[CH:26]=[C:25]([CH3:27])[C:24]([OH:28])=[C:23]([CH3:29])[CH:22]=4)[O:18][C:16]=3[N:17]=2)=[CH:9][CH:8]=1.[OH-].[Na+].C(OCC)(=O)C>C(O)(C)C.O>[Cl:6][C:7]1[CH:35]=[CH:34][C:10]([CH2:11][C:12]2[N:13]=[C:14]([O:30][CH2:31][CH2:32][CH3:33])[C:15]3[N:20]=[C:19]([C:21]4[CH:22]=[C:23]([CH3:29])[C:24]([O:28][CH2:1][CH:3]5[CH2:4][O:5]5)=[C:25]([CH3:27])[CH:26]=4)[O:18][C:16]=3[N:17]=2)=[CH:9][CH:8]=1

Participants

7

Reactant 4

HCID 7835EpichlorohydrinHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 136175016HCID 136175016, compound

Product 1

HCID 86656416HCID 86656416, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 218.5 μl of epichlorohydrine and 370 mg of 4-[5-(4-chloro-benzyl)-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethyl-phenol in 4.4 ml of isopropanol and 1.2 ml of an aqueous 3 N sodium hydroxide solution was heated to 50° C. for 8 h. Then ethyl acetate and water were added and the layers were separated. The organic layer was extracted with water, dried over sodium sulfate, filtered and evaporated in vacuo to give 410 mg of the crude title compound which was used in the next step without further purification.

Workup

  1. customthe layers were separated
  2. extractionThe organic layer was extracted with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-d7ab8a53636643358bf225080257834d
Source dataset
uspto-grants-2014_05
Patent number
US08735387B2

Reaction notes

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