Hydrochloric Acid → HCID 69731619, compound

HRID 23578Notes

Reaction equation

HRID 23578 reaction equation
C(OC([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH2:20][CH:21]=[CH2:22])[C:17]([OH:19])=[O:18])=[CH:12][CH:11]=1)=O)(C)(C)C.Cl.[CH3:24]O>C(OCC)C>[CH3:24][O:19][C:17](=[O:18])[CH:16]([C:13]1[CH:14]=[CH:15][C:10]([CH2:9][NH2:8])=[CH:11][CH:12]=1)[CH2:20][CH:21]=[CH2:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 225731872-[4-(Tert-butoxycarbonylamino-methyl)-phenyl]-pent-4-enoic acid

Product 1

HCID 69731619HCID 69731619, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred solution of commercially available (Astatech) 2-[4-(tert-butoxycarbonylamino-methyl)-phenyl]-pent-4-enoic acid (2.00 g, 6.55 mmol) in methanol (30 cm3) under an atmosphere of dry nitrogen at ambient temperature was added 2M HCl in diethyl ether. The solution was stirred at ambient temperature for 20 hours and the filtrate volatile fractions removed in vacuo to afford the title compound as a white solid (1.67 g, 99.9%) with a positive ion ESI (M+H)+219.2.

Workup

  1. customthe filtrate volatile fractions removed in vacuo

Sources & evidence

ORD record
ord-0acf6193c67e47f58731abf98e40c792
Source dataset
uspto-grants-2005_02
Patent number
US06852713B2

Reaction notes

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