Ethyl Acetate → 3-Hydroxyacetyl-6-(benzyloxy)indole
Reaction equation
Cl[CH2:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:11][CH:12]=2)[NH:7][CH:6]=1)=[O:4].C(N)=[O:23].O.CCOC(C)=O>O1CCOCC1>[OH:23][CH2:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:11][CH:12]=2)[NH:7][CH:6]=1)=[O:4]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
A solution of 11 in dioxane was added to formamide-water (10:1). The mixture was stirred at 110° C. for 10 hrs., then worked up and purified as described above to yield 82% of 13 as colorless prisms with mp 194°-195° C. (EtOAc).
Workup
- custompurified
Sources & evidence
- ORD record
- ord-e6c7b58cdebc4ee5bf79639f88691b22
- Source dataset
- uspto-grants-1989_09
- Patent number
- US04866084
Reaction notes
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