Hydrochloric Acid → HCID 70196763, compound

HRID 342422

Reaction equation

HRID 342422 reaction equation
[CH3:1][C:2]1[O:6][C:5]2[C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=[CH:10][C:4]=2[CH:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:18](Cl)(=[O:21])[CH2:19][CH3:20].Cl>ClCCl>[CH3:1][C:2]1[O:6][C:5]2[C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[C:18](=[O:21])[CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 132018972-Methyl-7-nitrobenzofuran

Product 1

HCID 70196763HCID 70196763, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2-methyl-7-nitrobenzo[b]furan (177 mg) and aluminum chloride (200 mg) in dichloromethane (5 ml) was added dropwise propionyl chloride (0.18 ml). The mixture was stirred at ambient temperature for 3 hours and poured into a mixture of ice and 1N-hydrochloric acid. The separated oil was extracted with dichloromethane and the extract was washed with brine, dried over sodium sulfate and evaporated in vacuo. The residue was crystallized from diethyl ether to give 2-methyl-7-nitro-3-propionylbenzo[b]furan (215 mg).

Workup

  1. extractionThe separated oil was extracted with dichloromethane
  2. washthe extract was washed with brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue was crystallized from diethyl ether

Sources & evidence

ORD record
ord-1b3f6cc5efa24c4bb6df4f996b507601
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Linked notes

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