Hydrochloric Acid → 2-Acetyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride

HRID 259326Notes

Reaction equation

HRID 259326 reaction equation
[C:1]([C:4]1[S:8][C:7]2[CH2:9][CH2:10][CH2:11][CH:12]([NH:13]C(=O)C)[C:6]=2[CH:5]=1)(=[O:3])[CH3:2].[ClH:17]>O>[ClH:17].[C:1]([C:4]1[S:8][C:7]2[CH2:9][CH2:10][CH2:11][CH:12]([NH2:13])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20348948N-(2-Acetyl-4,5,6,7-tetrahydrobenzo[b]thien-4-yl)acetamide

Product 1

HCID 203489702-Acetyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product from Example 23 (7.25 grams) is heated with 90 ml. of 1N hydrochloric acid at reflux temperature for 8.5 hours and cooled. The mixture is diluted with water and extracted with methylene chloride. The aqueous layer is then evaporated to dryness using 2-propanol for facilitating removal of water. This gives 4.85 grams of 2-acetyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride.

Workup

  1. temperaturecooled
  2. extractionextracted with methylene chloride
  3. customThe aqueous layer is then evaporated to dryness
  4. customremoval of water

Sources & evidence

ORD record
ord-9092cdb48ca747d4a844a200827c5533
Source dataset
uspto-grants-1977_07
Patent number
US04036979

Reaction notes

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