Hydrochloric Acid → HCID 67346013, compound

HRID 536683Notes

Reaction equation

HRID 536683 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:33]=[CH:32][C:11]2[CH2:12][C@@H:13]3[C@@H:18]([CH3:19])[C@:17]([CH3:20])([C:10]=2[CH:9]=1)[CH2:16][CH2:15][N:14]3[C:21]([C:23]1[CH:31]=[CH:30][C:26]2[N:27]=[CH:28][NH:29][C:25]=2[CH:24]=1)=[O:22])=[O:7])C.Cl>C(O)C>[N:27]1[C:26]2[CH:30]=[CH:31][C:23]([C:21]([N:14]3[CH2:15][CH2:16][C@:17]4([CH3:20])[C@H:18]([CH3:19])[C@H:13]3[CH2:12][C:11]3[CH:32]=[CH:33][C:8]([C:6]([OH:7])=[O:5])=[CH:9][C:10]=34)=[O:22])=[CH:24][C:25]=2[NH:29][CH:28]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66985118HCID 66985118, compound

Product 1

HCID 67346013HCID 67346013, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Aqueous 4 M NaOH solution (1 mL) is added to a solution of (2R,6R,11S)-3-(3H-benzoimidazole-5-carbonyl)-6,11-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocine-8-carboxylic acid ethyl ester (0.60 g) in ethanol (3 mL). The resulting solution is stirred at ambient temperature for 3 h. Then, the solution is slightly acidified (pH ca. 5) using 1 M hydrochloric acid and the resulting solution is extracted with ethyl acetate. The combined organic extracts are washed with brine and dried (MgSO4). The solvent is evaporated under reduced pressure to give the product as a white solid.

Workup

  1. extractionthe resulting solution is extracted with ethyl acetate
  2. washThe combined organic extracts are washed with brine
  3. dry with materialdried (MgSO4)
  4. customThe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-4c8db2253cfd4befb41462e5c9e32327
Source dataset
uspto-grants-2014_10
Patent number
US08859580B2

Reaction notes

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