Hydrochloric Acid → HCID 70873356, compound

HRID 2172222Notes

Reaction equation

HRID 2172222 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(O)C>[CH2:22]([O:21][C:18]1[CH:19]=[CH:20][C:15]([CH:14]=[C:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:16][CH:17]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70874226HCID 70874226, compound

Product 1

HCID 70873356HCID 70873356, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

4-(4-Benzyloxybenzylidene)piperidine-1-carboxylic acid tert-butyl ester (3.80 g, 10 mmol), ethanol (40 ml) and 1 N hydrochloric acid (25 ml) were mixed and stirred at 80° C. for 1 hour. Ethanol was distilled off under reduced pressure and neutralized with sodium hydroxide. The organic layer was dried over sodium sulfate and concentrated to afford the title compound as a pale yellow powder (2.32 g, 83%).

Workup

  1. distillationEthanol was distilled off under reduced pressure and neutralized with sodium hydroxide
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f2fb527174344c9b890486caa4ede56b
Source dataset
uspto-grants-2015_06
Patent number
US09051333B2

Reaction notes

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