Hydrochloric Acid → HCID 21946132, compound

HRID 2217023Notes

Reaction equation

HRID 2217023 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-f71b3e949eef44ffab8279d3ea8bf3f5
Source dataset
uspto-grants-2006_09
Patent number
US07112684B2

Reaction notes

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