Hydrochloric Acid → 3-[4-(Hydroxymethyl)phenyl]propanoic acid
Reaction equation
C[CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][OH:14])=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].[Li+].[OH-].Cl>CO.O>[OH:14][CH2:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH2:2][C:3]([OH:5])=[O:4])=[CH:8][CH:9]=1Participants
6
Procedure
Intermediate B (5 g, 25.7 mmol) was dissolved in MeOH (50 mL) and water (10 mL). LiOH (1.85 g, 77.2 mmol) was added and the reaction stirred at RT for 18 h. The reaction mixture was acidified to pH ˜3 with 1M HCl, the resulting precipitate was isolated by filtration to afford the desired product (4.57 g, quant.). 1H NMR (300 MHz, d6-DMSO) δ: 7.18 (4H, q), 4.45 (2H, d), 2.81 (2H, t), 2.62 (2H, t).
Workup
- customthe resulting precipitate was isolated by filtration
Sources & evidence
- ORD record
- ord-3e276ce1c7c5425b982a303dbcf8dc8b
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09273003B2
Reaction notes
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