Hydrochloric Acid → HCID 15097173, compound

HRID 2166072Notes

Reaction equation

HRID 2166072 reaction equation
[N:1]1([CH2:6][C:7]2[CH:8]=[CH:9][C:10]3[N:14]=[N:13][N:12]([O:15][CH2:16][CH2:17][CH2:18][C:19]([O:21]CC)=[O:20])[C:11]=3[CH:24]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[Na+].Cl>C(O)C>[N:1]1([CH2:6][C:7]2[CH:8]=[CH:9][C:10]3[N:14]=[N:13][N:12]([O:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[C:11]=3[CH:24]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14990977HCID 14990977, compound

Product 1

HCID 15097173HCID 15097173, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.2 parts of ethyl 4-[[6-(1H-imidazol-1-ylmethyl)-1H-benzotriazol-1-yl]oxy]butanoate, 25 parts of a sodium hydroxide solution 1N and 20 parts of ethanol was stirred for 1.5 hours at room temperature. 25 Parts of hydrochloric acid solution 1N were added and the whole was concentrated to a volume of about 20 parts. The precipitated product, which was formed during concentration, was filtered off, washed with water, 2-propanol and 1,1'-oxybisethane and dried, yielding 2.1 parts (71%) of 4-[[6-(1H-imidazol-1-ylmethyl)-1H-benzotriazol-1-yl]oxy]butanoic acid; mp. 170.5° C. (compound 236).

Workup

  1. concentrationthe whole was concentrated to a volume of about 20 parts
  2. customThe precipitated product, which was formed during concentration
  3. filtrationwas filtered off
  4. washwashed with water, 2-propanol and 1,1'-oxybisethane
  5. customdried

Sources & evidence

ORD record
ord-daff3e15ab404b81b9b9e0220552a384
Source dataset
uspto-grants-1990_07
Patent number
US04943574

Reaction notes

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