Hydrochloric Acid → HCID 69694571, compound

HRID 489887Notes

Reaction equation

HRID 489887 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)[CH2:7]1)=[O:5])[CH3:2].[ClH:25].O>C(OCC)(=O)C>[ClH:25].[ClH:25].[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH:12]2[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]2)[CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 69615717HCID 69615717, compound

Product 1

HCID 69694571HCID 69694571, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
-78 °C

Procedure

[1,4′]Bipiperidinyl-3,1′-dicarboxylic acid 1′-tert-butyl ester 3-ethyl ester (21.14 g, containing some isopropyl ester) was dissolved in ethyl acetate (80 mL) under nitrogen, cooled to −78° C. and hydrogen chloride passed in for several minutes until the solution became saturated. The solution was allowed to warm to ambient temperature with provision for the evolved gases to be trapped by water in a scrubber. After 3 hr the solution was evaporated to dryness in a stream of dry nitrogen to give the title compound as a white solid.

Workup

  1. custompassed in for several minutes until the solution
  2. temperatureto warm to ambient temperature with provision for the evolved gases
  3. customAfter 3 hr the solution was evaporated to dryness in a stream of dry nitrogen

Sources & evidence

ORD record
ord-de0beab0d8d64943a29838d989b35258
Source dataset
uspto-grants-2005_12
Patent number
US06979741B2

Reaction notes

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