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Pyridine → 4-(Propoxymethyl) benzoyl chloride

HRID 1291963
Notes
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Reaction equation

HRID 1291963 reaction equation
[CH2:1]([O:4][CH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10](O)=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH3:3].S(Cl)([Cl:17])=O.N1C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:4][CH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([Cl:17])=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 176060524-(Propoxymethyl)benzoic acid

Product 1

HCID 189137594-(Propoxymethyl) benzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-(Propoxymethyl)benzoic acid (1.4 g, 7.2 mmol) was mixed with thionyl chloride (1.3 g, 10.9 mmol), pyridine (0.1 ml) and toluene (3 ml), followed by reacting them at 80° C. for 2 hours, and distilling off superfluous thionyl chloride and toluene under reduced pressure, to obtain raw 4-(propoxymethyl) benzoyl chloride.

Workup

  1. customat 80° C.
  2. customfor 2 hours
  3. distillationdistilling off superfluous thionyl chloride and toluene under reduced pressure

Sources & evidence

ORD record
ord-e79e786fe46c413baaf43e6c003a7003
Source dataset
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05755994

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes