Lithium hydroxide, monohydrate → HCID 58081231, compound

HRID 928379Notes

Reaction equation

HRID 928379 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[N:7][N:8]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:13][CH:12]=2)[CH:9]=1)=[O:4].O.[OH-].[Li+]>CO.O>[C:14]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:13]=[CH:12][C:11]([CH2:10][N:8]2[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=[N:7]2)=[CH:16][CH:15]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 58081193HCID 58081193, compound

Product 1

HCID 58081231HCID 58081231, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1-Biphenyl-4-ylmethyl-1H-[1,2,3]triazole-4-carboxylic acid methyl ester (60 mg, 0.2 mmol) and lithiumhydroxide-hydrate (35 mg, 0.8 mmol) in 4 mL MeOH and 2 mL water was stirred at 80° C. for 2 h. The mixture was evaporated in vacuo, extracted with hexane and the aq. layer was acidified with 1 N aq. HCl. After extraction with ethyl acetate, the organic layer was dried over MgSO4, and evaporated to yield the crude product which was used in the next step without further purification. 1H-NMR (DMSO-d6, 400 MHz) 8.83 (s, 1H), 7.65-7.70 (m, 4H), 7.38-7.49 (m, 5H), 5.70 (s, 2H).

Workup

  1. customThe mixture was evaporated in vacuo
  2. extractionextracted with hexane
  3. extractionAfter extraction with ethyl acetate
  4. dry with materialthe organic layer was dried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-7955b278676a4f34842a1f3e8b697448
Source dataset
uspto-grants-2016_03
Patent number
US09290485B2

Reaction notes

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