Sodium Hydroxide → HCID 22766911, compound

HRID 1111582Notes

Reaction equation

HRID 1111582 reaction equation
[H-].COCCO[Al+]OCCOC.[Na+].[H-].[CH2:15]1[C:17]2([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=3)[C:18]([NH:20][C:21](=O)[CH:16]12)=[O:19].[OH-].[Na+].[H-]>C1C=CC=CC=1.O>[Cl:29][C:26]1[CH:27]=[CH:28][C:23]([C:17]23[CH2:15][CH:16]2[CH2:21][NH:20][C:18]3=[O:19])=[CH:24][CH:25]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 27361CiproximidaHCID 166653HydrideHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydride

Product 1

HCID 22766911HCID 22766911, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 3.0 ml of sodium bis(2-methoxyethoxy)aluminum hydride is added dropwise a solution of 2.2 g of 1-(p-chlorophenyl)-1,2-cyclopropanedicarboximide (U.S. Pat. No. 3,344,026) in 200 ml of benzene, over a 45 minute period, at room temperature, under nitrogen. The mixture is refluxed under nitrogen for one hour. After cooling, 4 ml of 5N sodium hydroxide is added to decompose any excess hydride and the mixture is diluted with 200 ml of water. The benzene phase is separated. The aqueous phase is extracted with ether. The ether and benzene phases are combined, dried over magnesium sulfate and concentrated under reduced pressure to give a white glass which is recrystallized from benzene-hexane to give the product as a white solid, mp 132°-137 ° C. (dec).

Workup

  1. customat room temperature
  2. temperatureThe mixture is refluxed under nitrogen for one hour
  3. temperatureAfter cooling
  4. customThe benzene phase is separated
  5. extractionThe aqueous phase is extracted with ether
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customto give a white glass which
  9. customis recrystallized from benzene-hexane

Sources & evidence

ORD record
ord-711f48c1e8844dada432b14b49fba362
Source dataset
uspto-grants-1978_10
Patent number
US04118393

Reaction notes

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