Hydrochloric Acid → 4-Chloro-2'-nitrobutyrophenone

HRID 2380076Notes

Reaction equation

HRID 2380076 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[C:6]([CH:8]1[CH:12]=[CH:11]OC1=O)=[O:7])([O-:3])=[O:2].[ClH:18]>>[Cl:18][CH2:11][CH2:12][CH2:8][C:6]([C:5]1[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=1[N+:1]([O-:3])=[O:2])=[O:7]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 15766854o-nitrobenzoyl-2(3H)-furanone

Product 1

HCID 118064124-Chloro-2'-nitrobutyrophenoneYield 95%

Conditions

Temperature
70 °C

Procedure

A mixture of dihydro-3-(o-nitrobenzoyl-2(3H)-furanone (2.0 g, 8.5 mmole) in 10 g of 37% HCl solution is stirred at 70° C. until reaction is complete by TLC, cooled to room temperature and extracted with toluene. The organic extracts are combined and concentrated in vacuo to give the title product as a golden oil, 1.84 g (95% yield), 99% pure by HPLC analysis, identified by 1HNMR.

Workup

  1. temperaturecooled to room temperature
  2. extractionextracted with toluene
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-88200e3d98524546b929cc420a52eb75
Source dataset
uspto-grants-1994_11
Patent number
US05364968

Reaction notes

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