Water → HCID 21999537, compound

HRID 1976944Notes

Reaction equation

HRID 1976944 reaction equation
[F:1][C:2]1[C:8]([OH:9])=[C:7]([F:10])[CH:6]=[CH:5][C:3]=1[OH:4].[S:11]([C:15]1[CH:23]=[C:22]([C:24]([OH:26])=[O:25])[CH:21]=[CH:20][C:16]=1[C:17](O)=O)([OH:14])(=[O:13])=[O:12].[OH2:27].[Cl-].[Na+]>CS(O)(=O)=O>[C:24]([C:22]1[CH:21]=[CH:20][C:16]([C:17]2[C:5]3[C:3]([O:4][C:3]4[C:5]=2[CH:6]=[C:7]([F:10])[C:8](=[O:9])[C:2]=4[F:1])=[C:2]([F:1])[C:8]([OH:27])=[C:7]([F:10])[CH:6]=3)=[C:15]([S:11]([OH:14])(=[O:13])=[O:12])[CH:23]=1)([OH:26])=[O:25]

Participants

6

Reactant 4

HCID 962WaterHCID 5234Sodium ChlorideHCID 98785022-sulfoterephthalic AcidHCID 108445152,4-Difluororesorcinol

Product 1

HCID 21999537HCID 21999537, compound

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

2,4-Difluororesorcinol (13, 0.200 g, 1.37 mmol) and 2-sulfoterephthalic acid (0.184 g, 0.68 mmol) are heated together in methanesulfonic acid (2 mL) at 100° C. overnight with stirring. After cooling, the reaction mixture is poured into cold water (30 mL). Sodium chloride is added portionwise with stirring until a precipitate forms, which is collected on a Büchner funnel and dried in vacuo to give Compound 83 as 40 mg of a red-orange powder: Rf=0.65 (CH3CN:H2O:acetic acid 8:1:1). Preparation of Fluorinated Dihydrofluoresceins:

Workup

  1. temperatureAfter cooling
  2. stirringwith stirring until a precipitate forms, which
  3. customis collected on a Büchner funnel
  4. customdried in vacuo

Sources & evidence

ORD record
ord-be6e9ef18efb4750a934f22b3a469f79
Source dataset
uspto-grants-2001_05
Patent number
US06229055B1

Reaction notes

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