Sodium Hydroxide → HCID 86758061, compound

HRID 1934569Notes

Reaction equation

HRID 1934569 reaction equation
[C:1]1([N:7]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:8]([O:10][CH2:11][C:12]2([OH:31])[CH2:18][CH2:17][CH2:16][C:15]3[C:19]([O:23][CH2:24][C:25]([O:27]CC)=[O:26])=[CH:20][CH:21]=[CH:22][C:14]=3[CH:13]2[OH:30])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+:39]>CO.O1CCOCC1>[C:32]1([N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]([O:10][CH2:11][C:12]2([OH:31])[CH2:18][CH2:17][CH2:16][C:15]3[C:19]([O:23][CH2:24][C:25]([O-:27])=[O:26])=[CH:20][CH:21]=[CH:22][C:14]=3[CH:13]2[OH:30])=[O:9])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.[Na+:39]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86758057HCID 86758057, compound

Product 1

HCID 86758061HCID 86758061, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of ethyl {[(5SR,6SR)-6-(N,N -diphenylcarbamoyloxy)methyl-5,6-dihydroxy-6,7,8,9-tetrahydro -5H-benzocyclohepten-1-yl]oxy}acetate (70 mg) in a mixture of MeOH and 1,4-dioxane (1:1, 4 ml) was added 1N sodium hydroxide solution (0.138 ml) at 5° C. The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was evaporated followed by addition of Et2O. The resulting solid was collected by filtration to give sodium {[(5SR,6SR)-6-(N,N -diphenylcarbamoyloxy)methyl-5,6-dihydroxy-6,7,8,9-tetrahydro -5H-benzocyclohepten-1-yl]oxy}acetate (65.8 mg).

Workup

  1. customThe reaction mixture was evaporated
  2. additionfollowed by addition of Et2O
  3. filtrationThe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-bf37a31e8f9c412d961ee32bb992e51b
Source dataset
uspto-grants-2002_05
Patent number
US06384072B1

Reaction notes

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