Potassium Hydroxide → HCID 20481335, compound

HRID 1648936Notes

Reaction equation

HRID 1648936 reaction equation
[S:1]1[C:5]2[CH2:6][CH2:7][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:9][CH2:10][C:4]=2[CH:3]=[C:2]1[C:16]([O:18]CC)=[O:17].S1C2CCCN(C(OCC)=O)CC=2C=C1C(OCC)=O.[OH-].[K+]>C(O)C>[CH2:14]([O:13][C:11]([N:8]1[CH2:9][CH2:10][CH2:4][C:5]2[S:1][C:2]([C:16]([OH:18])=[O:17])=[CH:3][C:6]=2[CH2:7]1)=[O:12])[CH3:15]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 20481315HCID 20481315, compoundHCID 20481318HCID 20481318, compound

Product 1

HCID 20481335HCID 20481335, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 gm (0.034 mol) of an isomer mixture consisting of diethyl 5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine-2,6-dicarboxylate and diethyl 5,6,7,8-tetrahydro-4H-thieno[3,2-c]azepine-2,5-dicarboxylate were refluxed for 4 hours in a solution of 2.8 gm (0.05 mol) of potassium hydroxide in 150 ml of absolute ethyl alcohol. Then, the mixture was concentrated by evaporation in vacuo, the residue was taken up in water and extracted three times with ether. The ether extracts were discarded, and the aqueous phase was acidified with concentrated hydrochloric acid. It was extracted several times with ether, and the combined ether phases were washed with water and dried over sodium sulfate. After the ether had been distilled off, 9.2 gm of a yellowish oil remained.

Workup

  1. concentrationThen, the mixture was concentrated by evaporation in vacuo
  2. extractionextracted three times with ether
  3. extractionIt was extracted several times with ether
  4. washthe combined ether phases were washed with water
  5. dry with materialdried over sodium sulfate
  6. distillationAfter the ether had been distilled off

Sources & evidence

ORD record
ord-0ca894f8e01a464f9f547f13a04e6299
Source dataset
uspto-grants-1983_11
Patent number
US04414225

Reaction notes

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