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Hydrochloric Acid → 5-(4-chlorophenyl)furan-2-carbonyl Chloride

HRID 892686
Notes
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Reaction equation

HRID 892686 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]([OH:15])=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.O=S(Cl)[Cl:18].Cl>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]([Cl:18])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 7266935-(4-Chlorophenyl)-2-furoic acid

Product 1

HCID 27719705-(4-chlorophenyl)furan-2-carbonyl Chloride

Procedure

A mixture of 56 g. (0.25 mole) of 5-(p-chlorophenyl)-2-furoic acid and 100 ml. of SOCl2 is refluxed for 31/2 hours so that HCl gas evolves and there is dissolution. The SOCl2 is removed on a rotary evaporator. Benzene is added to the solid residue and is then removed on the rotary evaporator to give 5-(p-chlorophenyl)-2-furoyl chloride.

Workup

  1. additionA mixture of 56 g
  2. dissolutiondissolution
  3. customThe SOCl2 is removed on a rotary evaporator
  4. additionBenzene is added to the solid residue
  5. customis then removed on the rotary evaporator

Sources & evidence

ORD record
ord-0765c2512ca14c33837126d1b45c10ff
Source dataset
uspto-grants-1992_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05118708

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes