Isopropanol → 3-Isopropoxymethyl-benzoic acid
Reaction equation
Cl[CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7].[H-].[Na+].C(OCC1C=CC(C(O)=O)=CC=1)CC=C.[CH:29]([OH:32])([CH3:31])[CH3:30]>>[CH:29]([O:32][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])([CH3:31])[CH3:30]Participants
5
Procedure
The reaction of isopropanol and 3-Chloromethyl-benzoic acid in the presence of sodium hydride was performed as described for Compound 33 to give 3-isopropoxymethyl-benzoic acid as white powder. 1H-NMR (400 MHz, d6-DMSO): 7.89 (m, 1 arom.H); 7.84 (m, 1 arom.H); 7.54 (m, 1 arom.H); 7.46 (m, 1 arom.H); 4.49 (s, OCH2C6H4—); 3.653 (m, CH(CH3)2); 1.14 (d, CH(CH3)2). 13C-NMR (100 MHz, d6-DMSO): 167.24 (—C═O); 139.79; 131.56; 130.68; 128.43; 128.08; 127.92; 70.54; 68.50; 22.02 (2 C).
Sources & evidence
- ORD record
- ord-15aff13f0bdd448d81a4e593764e10d8
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08466199B2
Reaction notes
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