Methanol → 3-Hydroxybenzyl alcohol
Reaction equation
[N-]1C=CN=C1.CO.[C:8]([C:15]1NC=CN=1)([C:10]1NC=CN=1)=[O:9].ClCCl.[O:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>>[OH:9][C:8]1[CH:10]=[C:25]([CH:26]=[CH:27][CH:15]=1)[CH2:24][OH:23]Participants
6
Procedure
Scheme 20 Example 4 illustrates the preparation of carbamates in which an alkyloxycarbonylimidazole 20.8 is employed. In this procedure, a carbinol 20.5 is reacted with an equimolar amount of carbonyl diimidazole 20.11 to prepare the intermediate 20.8. The reaction is conducted in an aprotic organic solvent such as dichloromethane or tetrahydrofuran. The acyloxyimidazole 20.8 is then reacted with an equimolar amount of the amine R′NH2 to afford the carbamate 20.7. The reaction is performed in an aprotic organic solvent such as dichloromethane, as described in Tet. Lett., 42, 2001, 5227, to afford the carbamate 20.7.
Sources & evidence
- ORD record
- ord-6a12d46094a14aa391fcdd7a55de09dd
- Source dataset
- uspto-grants-2010_01
- Patent number
- US07649015B2
Reaction notes
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