Thionyl Chloride → 3-Benzoyloxy-4-methoxybenzoylchloride

HRID 1584927Notes

Reaction equation

HRID 1584927 reaction equation
[C:1]([O:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=1[O:19][CH3:20])[C:13](O)=[O:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:23])=O>C1(C)C=CC=CC=1>[C:1]([O:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=1[O:19][CH3:20])[C:13]([Cl:23])=[O:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 211879403-Benzoyloxy-4-methoxybenzoic acid

Product 1

HCID 211878683-Benzoyloxy-4-methoxybenzoylchloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3-benzoyloxy-4-methoxybenzoic acid (29.3 g; that is prepared as described in Reference Example 9) in toluene (300 mL) is treated with thionyl chloride (30 mL) and heated on the steam bath for 6 hours. It is then cooled, filtered and concentrated, to give 3-benzoyloxy-4-methoxybenzoyl chloride (28.7 g), m.p. 120-122° C.

Workup

  1. customthat is prepared
  2. temperatureheated on the steam bath for 6 hours
  3. temperatureIt is then cooled
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-271af4d73b734dea91f166ab0f3ea6a2
Source dataset
uspto-grants-1999_08
Patent number
US05935978

Reaction notes

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