Hydrochloric Acid → HCID 178427878, compound

HRID 1616680Notes

Reaction equation

HRID 1616680 reaction equation
[OH-].[Na+].C[O:4][C:5]([C@H:7]1[CH2:12][CH2:11][C@@H:10]([C:13]([N:15]2[CH2:22][CH2:21][C@:20]3([CH3:26])[C:23]([CH3:25])([CH3:24])[C@H:16]2[CH2:17][C:18]2[C:30]([OH:31])=[CH:29][CH:28]=[CH:27][C:19]=23)=[O:14])[CH2:9][CH2:8]1)=[O:6].Cl.C(OCC)(=O)C>CO>[OH:31][C:30]1[C:18]2[CH2:17][C@@H:16]3[C:23]([CH3:25])([CH3:24])[C@:20]([CH3:26])([C:19]=2[CH:27]=[CH:28][CH:29]=1)[CH2:21][CH2:22][N:15]3[C:13]([C@@H:10]1[CH2:11][CH2:12][C@H:7]([C:5]([OH:6])=[O:4])[CH2:8][CH2:9]1)=[O:14]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 178501149HCID 178501149, compound

Product 1

HCID 178427878HCID 178427878, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4 M aqueous NaOH solution (3.5 mL) is added to a solution of cis-4-[(2R,6S)-10-hydroxy-6,11,11-trimethyl-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocine-3-carbonyl]-cyclohexane carboxylic acid methyl ester (1.2 g) in methanol (20 mL). The resulting solution is stirred at room temperature overnight. Then, 4 M hydrochloric acid is added, the resulting mixture is extratced with ethyl acetate, and the combined extratcs are dried (Na2SO4). After removal of the solvent, the residue is triturated with a mixture of acetonitrile and ether.

Workup

  1. dry with materialthe combined extratcs are dried (Na2SO4)
  2. customAfter removal of the solvent
  3. customthe residue is triturated with a mixture of acetonitrile and ether

Sources & evidence

ORD record
ord-361232fc598942a9925f9aea067ddd33
Source dataset
uspto-grants-2014_07
Patent number
US08765780B2

Reaction notes

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