Iodine → 5-Iodo-2-methylbenzoic acid
Reaction equation
C(OC(=O)C)(=O)C.[CH3:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12].[I:18]I>>[I:18][C:15]1[CH:16]=[CH:17][C:9]([CH3:8])=[C:10]([CH:14]=1)[C:11]([OH:13])=[O:12]Participants
Procedure
Acetic anhydride serving as a dehydrating agent is used in an amount of 0.01 to 2 parts by weight on the basis of 1 part by weight of 2-methylbenzoic acid serving as a starting material, preferably 0.1 to 1.5 parts by weight. Through controlling the amount of acetic anhydride so as to fall within the above ranges, a sufficient reaction-promoting effect can be attained, whereby conversion of 2-methylbenzoic acid serving as a starting material and that of iodine can be enhanced. Thus, 5-iodo-2-methylbenzoic acid can be produced at low cost without increasing load of separation/recovery during the purification step. Notably, in the case in which iodine, iodic acid, periodic acid, or a similar species is dissolved or suspended in water, and the solution or suspension is placed in a reactor, acetic anhydride must be added in an amount in excess of the above amount in order to remove water forming the solution or suspension.
Sources & evidence
- ORD record
- ord-dc4de2c487b74ae9b44418504f87001d
- Source dataset
- uspto-grants-2010_01
- Patent number
- US07642374B2
Reaction notes
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