Hydrochloric Acid → HCID 21946132, compound

HRID 1819832Notes

Reaction equation

HRID 1819832 reaction equation
[Cl:1][C:2]1[C:3]([OH:20])=[C:4]([CH2:14][CH2:15][C:16]([O:18]C)=[O:17])[CH:5]=[C:6]2[C:11]=1[O:10][C:9](=[O:12])[CH:8]=[C:7]2[CH3:13].Cl>[OH-].[Na+]>[Cl:1][C:2]1[C:3]([OH:20])=[C:4]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])[CH:5]=[C:6]2[C:11]=1[O:10][C:9](=[O:12])[CH:8]=[C:7]2[CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21946122HCID 21946122, compound

Product 1

HCID 21946132HCID 21946132, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Ester 6a (0.75 g, 2.5 mmol) was dissolved in 10 ml of 1N NaOH. After being kept at room temperature for 30 min the solution was acidified with 1N HCl to pH of 3. The precipitated material was collected by filtration and washed with water. Drying under vacuum over P2O5 afforded 0.705 g of acid 7a as an off-white solid. 1H NMR (DMSO-d6): δ 12.2 (br s, 1H), 10.41 (br s, 1H), 7.50 (s, 1H), 6.23 (s, 1H), 2.89 (t, J=7.5 Hz, 2H), 2.53 (t, J=7.5 Hz, 2H), 2.38 (s, 3H).

Workup

  1. filtrationThe precipitated material was collected by filtration
  2. washwashed with water
  3. dry with materialDrying under vacuum over P2O5

Sources & evidence

ORD record
ord-679f90db596441f8bc6d55a1d19fd0ba
Source dataset
uspto-grants-2009_10
Patent number
US07601851B2

Reaction notes

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