4-(Benzyloxy)benzoic acid → 4-Benzyloxybenzoylchloride

HRID 1194646Notes

Reaction equation

HRID 1194646 reaction equation
[S:1]([Cl:4])([Cl:3])=[O:2].CC(OC(C1C=CC(O)=CC=1)=O)CCCCCC.[CH2:23]([O:30][C:31]1[CH:39]=[CH:38][C:34]([C:35](O)=[O:36])=[CH:33][CH:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[S:1]([Cl:4])([Cl:3])=[O:2].[CH2:23]([O:30][C:31]1[CH:39]=[CH:38][C:34]([C:35]([Cl:3])=[O:36])=[CH:33][CH:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 738804-(Benzyloxy)benzoic acidHCID 21248649HCID 21248649, compound

Product 2

HCID 24386Thionyl ChlorideHCID 37664104-BenzyloxybenzoylchlorideYield 144.3%

Procedure

Preparation of optically active 4-(1-methylheptyloxycarbonyl)phenol Thionyl chloride (140 g, 1.18 mol) was added to 4-benzyloxybenzoic acid (220 g, 0.98 mol), followed by refluxing the mixture for about 2 hours, thereafter removing excess thionyl chloride under reduced pressure to obtain 4-benzyloxybenzoic chloride (210 g).

Workup

  1. temperatureby refluxing the mixture for about 2 hours

Sources & evidence

ORD record
ord-ec3081767d2f4e419a3e4a6238a00028
Source dataset
uspto-grants-1989_03
Patent number
US04816181

Reaction notes

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