Hydrochloric Acid → 4-Chloro-2'-nitrobutyrophenone

HRID 2380080Notes

Reaction equation

HRID 2380080 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[C:6]([CH:8]1[CH2:12][CH2:11]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 5917402(3H)-Furanone, dihydro-3-(2-nitrobenzoyl)-2×

Product 1

HCID 118064124-Chloro-2'-nitrobutyrophenone

Procedure

The 18% solution of dihydro-3-(o-nitrobenzoyl)-2(3H)furanone in toluene obtained in Example 5 (450 g, 0.34 mole furanone) is treated, with stirring, with 37% HCl (48 g, 0.60 mole HCl), heated at reflux temperature for 6-11 hours, until reaction is complete by LC analysis, cooled to 35°-45° C. and allowed to settle. The phases are separated to give the title product as a toluene solution, 425 g. The product solution is used as is in Example 7.

Workup

  1. temperatureheated
  2. temperatureat reflux temperature for 6-11 hours
  3. customuntil reaction
  4. temperaturecooled to 35°-45° C.
  5. customThe phases are separated

Sources & evidence

ORD record
ord-db90d4039e694d45b966cf2b6001e7c5
Source dataset
uspto-grants-1994_11
Patent number
US05364968

Reaction notes

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