Lithium Hydroxide → 4-(4-tert-Butylthiazol-2-yl)-3-methylbenzoic acid

HRID 531253Notes

Reaction equation

HRID 531253 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=[O:15])=[CH:12][C:11]=2[CH3:20])[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Li+]>O1CCOCC1.O>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[CH:19]=[CH:18][C:13]([C:14]([OH:16])=[O:15])=[CH:12][C:11]=2[CH3:20])[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 90009157Methyl 4-(4-tert-butylthiazol-2-yl)-3-methylbenzoate

Product 1

HCID 900091344-(4-tert-Butylthiazol-2-yl)-3-methylbenzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Methyl 4-(4-tert-butylthiazol-2-yl)-3-methylbenzoate (Step A, 7.3 g, 25.2 mmole) was stirred with lithium hydroxide (1.5 g, 63.5 mmol) in 20 mL of 1,4-dioxane and 10 mL of water for 3 hours. It was concentrated to dryness to collect 4-(4-tert-butylthiazol-2-yl)-3-methylbenzoic acid as a white solid. This was used in the next step without any further purification. LCMS (M+H)+: 276.0

Workup

  1. concentrationIt was concentrated to dryness
  2. customto collect 4-(4-tert-butylthiazol-2-yl)-3-methylbenzoic acid as a white solid
  3. customThis was used in the next step without any further purification

Sources & evidence

ORD record
ord-a68bef4ac13949f792d82abd50e5c8da
Source dataset
uspto-grants-2016_05
Patent number
US09353101B2

Reaction notes

Loading…