Hydrochloric Acid → HCID 70230400, compound

HRID 566578Notes

Reaction equation

HRID 566578 reaction equation
C[O:2][C:3]([C:5]1[CH2:6][N:7]([CH2:11][CH2:12][O:13][CH:14]=[C:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:8][CH2:9][CH:10]=1)=[O:4].[OH-].[Na+].O.[ClH:31]>C(O)C>[ClH:31].[C:22]1([C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:14][O:13][CH2:12][CH2:11][N:7]2[CH2:8][CH2:9][CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH2:6]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 54462257HCID 54462257, compound

Product 1

HCID 70230400HCID 70230400, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(2-((2,2-Diphenylethenyl)oxy)ethyl)-1,2,5,6-tetrahydro3-pyridinecarboxylic acid methyl ester (4.33 g, 0.0115 mol, prepared similarly to the method described in Example 70) was dissolved in ethanol (50 ml) and 10 N sodium hydroxide solution (11.5 ml) was introduced, followed by water (5 ml). The solution was stirred at room tempeature for 2.5 h and stored at 4° C. for 18 h. 2 N hydrochloric acid solution was added until the pH 2, and the mixture was extracted with dichloromethane (3×60 ml). The combined extracts was dried (MgSO4) and evaporated to give a foam (4.24 g) which was crystallized from 2-propanol to provide the compound (2.32 g, 52%) as a white solid.

Workup

  1. waitstored at 4° C. for 18 h
  2. extractionthe mixture was extracted with dichloromethane (3×60 ml)
  3. dry with materialThe combined extracts was dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-a06117b3dd004a2d93a99a38edf8b12b
Source dataset
uspto-grants-2001_01
Patent number
US06174898B1

Reaction notes

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