Sodium Hydroxide → Sodium 5-(4-chloro-2-methoxyphenyl)naphthalene-2-sulfonate

HRID 1473302Notes

Reaction equation

HRID 1473302 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[CH:16][CH:15]=[C:14]3[C:9]=2[CH:10]=[CH:11][C:12]([S:18]([O:21]CC(F)(F)F)(=[O:20])=[O:19])=[CH:13]3)=[C:4]([O:27][CH3:28])[CH:3]=1.[OH-].[Na+:30]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[CH:16][CH:15]=[C:14]3[C:9]=2[CH:10]=[CH:11][C:12]([S:18]([O-:21])(=[O:19])=[O:20])=[CH:13]3)=[C:4]([O:27][CH3:28])[CH:3]=1.[Na+:30]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 866873582,2,2-Trifluoroethyl 5-(4-chloro-2-methoxyphenyl)naphthalene-2-sulfonate

Product 1

HCID 86687359Sodium 5-(4-chloro-2-methoxyphenyl)naphthalene-2-sulfonateYield 99.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A round bottomed flask was charged with 2,2,2-trifluoroethyl 5-(4-chloro-2-methoxyphenyl)naphthalene-2-sulfonate (1.729 g, 4.01 mmol) and CH2Cl2 (8.03 mL). Sodium hydroxide (2M in MeOH) (4.01 mL, 8.03 mmol) was added at rt. The solution was capped and maintained at rt for 18 h resulting in a white precipitate. The white solid was collected by vacuum filtration, rinsing with diethyl ether to yield sodium 5-(4-chloro-2-methoxyphenyl)naphthalene-2-sulfonate (1.481 g, 3.99 mmol) as a fluffy white solid. The solid was used directly without further purification.

Workup

  1. customThe solution was capped
  2. customresulting in a white precipitate
  3. filtrationThe white solid was collected by vacuum filtration
  4. washrinsing with diethyl ether

Sources & evidence

ORD record
ord-d91bc7b42bd946f3b2675a89d9ce6d67
Source dataset
uspto-grants-2015_04
Patent number
US09012443B2

Reaction notes

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