Methyl 4-Amino-3-chlorobenzoate → (4-Amino-3-chlorophenyl)methanol
Reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](OC)=[O:7])=[CH:4][C:3]=1[Cl:12].[H-].[Al+3].[Li+].[H-].[H-].[H-].NC1C(Cl)=CC(CO)=C(OC)C=1>O1CCCC1>[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[Cl:12]Participants
5
Procedure
Obtained as a light brown solid (76%) starting from commercially available methyl 4-amino-3-chlorobenzoate (4 g; 0.021 mol) and lithium aluminium hydride (1.09 g; 0.028 mol) in 144 ml tetrahydrofuran following the experimental procedure as described for intermediate 38.
Sources & evidence
- ORD record
- ord-3ac020c2dd284d98b86967f778435863
- Source dataset
- uspto-grants-2016_04
- Patent number
- US09315463B2
Reaction notes
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