Hydrochloric Acid → 4-(2-Methyl-benzothiazol-6-yl)-butyric acid

HRID 881888Notes

Reaction equation

HRID 881888 reaction equation
C[O:2][C:3](=[O:17])[CH2:4][CH2:5][CH2:6][C:7]1[CH:16]=[CH:15][C:10]2[N:11]=[C:12]([CH3:14])[S:13][C:9]=2[CH:8]=1.[OH-].[Na+].Cl>CCO>[CH3:14][C:12]1[S:13][C:9]2[CH:8]=[C:7]([CH2:6][CH2:5][CH2:4][C:3]([OH:17])=[O:2])[CH:16]=[CH:15][C:10]=2[N:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 675057084-(2-Methyl-benzothiazol-6-yl)-butyric acid methyl ester

Product 1

HCID 596081274-(2-Methyl-benzothiazol-6-yl)-butyric acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Next, to a solution of 4-(2-methyl-benzothiazol-6-yl)-butyric acid methyl ester in EtOH (4 mL) is added aqueous 1M NaOH (4 mL) and the mixture is stirred at room temperature for 2 hours. The solution is acidified to pH 2 with aqueous 1M HCl and is extracted with ethyl acetate. The organic layer is washed with water, brine, dried over magnesium sulfate and filtered. The solvent is removed under reduced pressure to give 4-(2-methyl-benzothiazol-6-yl)-butyric acid. MS 236.3 (M+1).

Workup

  1. extractionis extracted with ethyl acetate
  2. washThe organic layer is washed with water, brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-a60f3ffdf38a46feb093cc426bf4e12e
Source dataset
uspto-grants-2015_03
Patent number
US08993631B2

Reaction notes

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