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Hydrochloric Acid → HCID 21946132, compound

HRID 488552
Notes
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Reaction equation

HRID 488552 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-01c8aed892034df58cfd45afdab9bd56
Source dataset
uspto-grants-2005_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06972339B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes