1,3-Propanediol → 4-(1,3,2-Dioxaborolan-2-yl)benzoic acid
Reaction equation
[OH:1][B:2]([OH:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.[CH2:13](O)[CH2:14]CO>C1(C)C=CC=CC=1>[O:1]1[CH2:14][CH2:13][O:12][B:2]1[C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4-(dihydroxyboryl)benzoic acid (30.00 g, 181 mmol) and 1,3-propanediol (15.20 g, 200 mmol) in toluene (750 mL) at 140° C. was stirred for 6 hours while collecting the water removed by azeotrope formation. The mixture was concentrated to provide the desired product.
Workup
- customwhile collecting the water
- customremoved by azeotrope formation
- concentrationThe mixture was concentrated
Sources & evidence
- ORD record
- ord-e7a8d8b07c8d499dbe60f2182eb14108
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07504512B2
Reaction notes
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