Water → HCID 22724349, compound

HRID 2086771Notes

Reaction equation

HRID 2086771 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].[CH:13]1[CH:14]=[CH:15][N:16]2[C:21]=1[CH:20]=[CH:19][CH:18]=[CH:17]2.C(OCC)(=O)C.O>ClCCl>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7]([C:15]1[N:16]2[C:21]([CH:20]=[CH:19][CH:18]=[CH:17]2)=[CH:13][CH:14]=1)=[O:8])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 962WaterHCID 8495Benzoyl chloride, 3-nitro-HCID 8857Ethyl AcetateHCID 9230Indolizine

Product 1

HCID 22724349HCID 22724349, compoundYield 69.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-nitrobenzoyl chloride (4.50 g) and indolizine (2.84 g) in dichloromethane (30 ml) was stirred at room temperature for 30 minutes. The reaction mixture was poured into a mixture of ethyl acetate and water. The organic phase was separated, washed with brine, dried over magnesium sulfate and concentrated. The resultant solid was collected and washed with ethyl acetate to give 3-(3-nitrobenzoyl)indolizine (4.51 g).

Workup

  1. customThe organic phase was separated
  2. washwashed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe resultant solid was collected
  6. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-695df3e18dc044e4a6741cc898770459
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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