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

HRID 263192Notes

Reaction equation

HRID 263192 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 1 N 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-b3521a6f8f2e415b9f78c1b356a6abb0
Source dataset
uspto-grants-1979_05
Patent number
US04156670

Reaction notes

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