Formic acid (2-formylamino-5-methoxybenzyl)ester → N-(2-hydroxymethyl-4-methoxyphenyl)formamide
Reaction equation
[CH:1]([NH:3][C:4]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:5]=1[CH2:6][O:7]C=O)=[O:2]>C(#N)C.C(O)CCC>[OH:7][CH2:6][C:5]1[CH:10]=[C:11]([O:14][CH3:15])[CH:12]=[CH:13][C:4]=1[NH:3][CH:1]=[O:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 20 °C
Procedure
1.70 g of Candida antarctica B lipase (CAL-B) were added to a solution of 5.90 g of the product from stage 1 in a mixture of 190 ml of anhydrous acetonitrile and 10.3 ml of n-butanol and stirred for 65 hours at 20° C. The mixture was then filtered and washed with acetonitrile. After concentrating the filtrate by evaporation in vacuo, 5.00 g (98% of theory) of the title compound remained.
Workup
- filtrationThe mixture was then filtered
- washwashed with acetonitrile
- concentrationAfter concentrating the filtrate
- customby evaporation in vacuo, 5.00 g (98% of theory) of the title compound
Sources & evidence
- ORD record
- ord-e3d6a1af03d64be5aa204b9e6e49da01
- Source dataset
- uspto-grants-2007_02
- Patent number
- US07183274B2
Reaction notes
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