Hydrochloric Acid → Ethyl 5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine-2-carboxylate hydrochloride

HRID 1648933Notes

Reaction equation

HRID 1648933 reaction equation
C([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[S:17][C:11]=2[CH2:10][CH2:9]1)C1C=CC=CC=1.[ClH:23]>C(O)C.[Pd]=O>[ClH:23].[S:17]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:14][CH2:13][C:12]=2[CH:15]=[C:16]1[C:18]([O:20][CH2:21][CH3:22])=[O:19]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13072038Ethyl 6-benzyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine-2-carboxylate

Product 1

HCID 20481328Ethyl 5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine-2-carboxylate hydrochloride

Reagents, catalysts & solvents 2

HCID 5083724Palladium monoxideCatalystHCID 702EthanolSolvent

Procedure

15.4 gm (0.049 mol) of ethyl 6-benzyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]-azepine-2-carboxylate were dissolved in 200 of ethyl alcohol by the addition of 50 ml of 1 N hydrochloric acid. After the addition of 5 gm of palladium oxide, the mixture was hydrogenated in an autoclave for 3 hours at 80° C. and under a hydrogen pressure of 5 bars. After the reaction mixture had been cooled, the catalyst was filtered off, the filtrate was evaporated, and the residue was triturated with acetone. The product was suction-filtered and washed several times with acetone.

Workup

  1. temperatureAfter the reaction mixture had been cooled
  2. filtrationthe catalyst was filtered off
  3. customthe filtrate was evaporated
  4. customthe residue was triturated with acetone
  5. filtrationThe product was suction-filtered
  6. washwashed several times with acetone

Sources & evidence

ORD record
ord-4383cb1e7e704faca0488ab4e0b3fa8c
Source dataset
uspto-grants-1983_11
Patent number
US04414225

Reaction notes

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