Sodium Hydroxide → HCID 15428568, compound

HRID 1584781Notes

Reaction equation

HRID 1584781 reaction equation
[O:1]1CCCO[CH:2]1[C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[C:9]([C:16]2[CH:20]=[N:19][NH:18][N:17]=2)[CH:8]=1.[OH-].[Na+]>Cl.O1CCCC1>[N:19]1[NH:18][N:17]=[C:16]([C:9]2[CH:8]=[C:7]([CH:2]=[O:1])[C:15]3[O:14][CH:13]=[CH:12][C:11]=3[CH:10]=2)[CH:20]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 21220923HCID 21220923, compound

Product 1

HCID 15428568HCID 15428568, compoundYield 95.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-(7-[1,3]dioxan-2-yl-benzofuran-5-yl)-2H-[1,2,3]triazole (80 mg) in hydrochloric acid (2M; 10 ml) and tetrahydrofuran was heated at reflux for 0.5 h. The cooled reaction mixture was treated with sodium hydroxide (25 ml; 2M) and extracted with ethyl acetate (3×50 ml). The combined organic extracts were dried, and evaporated in vacuo to give the title compound as a yellow/orange solid (60 mg).

Workup

  1. temperatureat reflux for 0.5 h
  2. customThe cooled reaction mixture
  3. extractionextracted with ethyl acetate (3×50 ml)
  4. customThe combined organic extracts were dried
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-a85931340059465694baf19778726015
Source dataset
uspto-grants-1999_08
Patent number
US05935972

Reaction notes

Loading…