Ethanol → HCID 73828031, compound

HRID 650605Notes

Reaction equation

HRID 650605 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:16][C:10]2[S:11][C:12](C=O)=[CH:13][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2].Cl.[NH2:18][OH:19].C(O)C.CCOC(C)=O>O>[CH2:1]([O:3][C:4]([CH:6]1[CH2:16][C:10]2[S:11][C:12](=[N:18][OH:19])[CH2:13][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 702EthanolHCID 8857Ethyl AcetateHCID 443297Hydroxyamine hydrochlorideHCID 21712698HCID 21712698, compound

Product 1

HCID 73828031HCID 73828031, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 6-ethoxycarbonyl-2-formyl-4,5,6,7-tetrahydrobenzo[b]thiophene (3.23 g), hydroxylamine hydrochloride (0.92 g), and ethanol (EtOH) (30 ml) was stirred at reflux for 30 minutes. The reaction mixture was added into a mixture of AcOEt and water. The separated organic layer was washed with water, and brine, and dried over MgSO4. After evaporation of the filtrate, the resulting precipitate was washed with a mixture of n-hexane and isopropyl ether to give 6-ethoxycarbonyl-2-hydroxyimino-4,5,6,7-tetrahydrobenzo[b]thiophene (1.81 g).

Workup

  1. temperatureat reflux for 30 minutes
  2. washThe separated organic layer was washed with water, and brine
  3. dry with materialdried over MgSO4
  4. customAfter evaporation of the filtrate
  5. washthe resulting precipitate was washed with a mixture of n-hexane and isopropyl ether

Sources & evidence

ORD record
ord-7cf0fdf4cc3748ba8a50392341397bfa
Source dataset
uspto-grants-2001_08
Patent number
US06274619B1

Reaction notes

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