Lithium Hydroxide → HCID 59338182, compound

HRID 12465Notes

Reaction equation

HRID 12465 reaction equation
C([O:3][C:4]([C:6]1[N:7]([CH2:22][CH3:23])[C:8]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)=[N:9][C:10]=1[Cl:11])=[O:5])C.C1COCC1.[OH-].[Li+]>O>[Cl:11][C:10]1[N:9]=[C:8]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[N:7]([CH2:22][CH3:23])[C:6]=1[C:4]([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028Tetrahydrofuran2×HCID 686289415-chloro-3-ethyl-2-naphthalen-1-yl-3H-imidazole-4-carboxylic acid ethyl ester

Product 1

HCID 59338182HCID 59338182, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

5-Chloro-3-ethyl-2-naphthalen-1-yl-3H-imidazole-4-carboxylic acid ethyl ester (62 g, 35 mmol) is dissolved in. THF (10 ml), and aqueous lithium hydroxide solution (2.0 N, 6.35 ml, 2.0 eq.) is added. The mixture is heated at 50° C. overnight. THF is stripped off under reduced pressure, and the residue is diluted with water (10 ml) and basified to pH=4=5. The solid precipitate is collected, washed with water and ether, and dried under high vacuum to give the title compound. LCMS 301 (M+1).

Workup

  1. customThe solid precipitate is collected
  2. washwashed with water and ether
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-3784c7b763394a5792a6078a91210fb0
Source dataset
uspto-grants-2010_06
Patent number
US07728009B1

Reaction notes

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