Hydrochloric Acid → HCID 21946132, compound

HRID 1047345Notes

Reaction equation

HRID 1047345 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-1badf56bb8504051beab69c908a527e2
Source dataset
uspto-grants-2013_10
Patent number
US08569516B2

Reaction notes

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