Sodium Hydroxide → HCID 178453065, compound
Reaction equation
C[O:2][C:3](=[O:29])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C@H:12]2[CH2:17][CH2:16][C@H:15]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:14][CH2:13]2)=[CH:6][CH:5]=1.[OH-].[Na+]>C(O)C>[C:25]([O:24][C:22]([N:11]([CH2:10][C:7]1[CH:6]=[CH:5][C:4]([C:3]([OH:29])=[O:2])=[CH:9][CH:8]=1)[C@H:12]1[CH2:13][CH2:14][C@H:15]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:16][CH2:17]1)=[O:23])([CH3:26])([CH3:27])[CH3:28]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
The crystalline residue from step 2 was re-dissolved in ethanol (200 mL) and aqueous sodium hydroxide solution (100 mL, 4N) was added whereafter the mixture was heated to 70° C. for 4 hours. After cooling, the reaction volume was reduced to one third by rotary evaporation, and water (300 mL) was added. The mixture was extracted with diethyl ether (2×200 mL) to remove traces of non-hydrolysed material. The aqueous phase was then acidified to pH 3.0 by addition of aqueous 4N HCl, whereupon the title material separated out of solution as compact crystals. The crystals were washed once with water and dried overnight in a vacuum oven (40° C.). Yield: 24.3 g (93%).
Workup
- temperatureAfter cooling
- customthe reaction volume was reduced to one third by rotary evaporation, and water (300 mL)
- additionwas added
- extractionThe mixture was extracted with diethyl ether (2×200 mL)
- customto remove traces of non-hydrolysed material
- additionThe aqueous phase was then acidified to pH 3.0 by addition of aqueous 4N HCl, whereupon the title material
- customseparated out of solution as compact crystals
- washThe crystals were washed once with water
- customdried overnight in a vacuum oven (40° C.)
Sources & evidence
- ORD record
- ord-f43bf95d4a2c4b63b14ce05332343f92
- Source dataset
- uspto-grants-2003_01
- Patent number
- US06503949B1
Reaction notes
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