Acetic Acid → HCID 19770005, compound

HRID 1590374Notes

Reaction equation

HRID 1590374 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([F:9])[CH:3]=1.C([O:13][C:14](=[O:16])[CH3:15])(=O)C.S(=O)(=O)(O)O.[C:22]([OH:25])(=[O:24])[CH3:23]>[O-2].[O-2].[O-2].[Cr+6]>[C:22]([O:25][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[F:9])[O:13][C:14](=[O:16])[CH3:15])(=[O:24])[CH3:23]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 1710404-Bromo-2-fluorotoluene

Product 1

HCID 19770005HCID 19770005, compound

Reagents, catalysts & solvents 1

HCID 10219390chromium (VI) trioxideCatalyst

Procedure

4-Bromo-2-fluorotoluene (ex Fluorochem) in glacial acetic acid (88 ml) and acetic anhydride (89.7 g) was cooled to -10°. Sulphuric acid (11.7 g) was added dropwise keeping the reaction temperature lower than -5°. Chromium trioxide (14.7 g) was added portionwise at 0°, the mixture was poured onto ice (300 g) and worked up as usual to give diacetoxymethyl-2-fluoro-4-bromobenzene.

Workup

  1. customlower than -5°
  2. additionthe mixture was poured onto ice (300 g)

Sources & evidence

ORD record
ord-56bb7cfcbab24318aa58916c061632c6
Source dataset
uspto-grants-1993_04
Patent number
US05202356

Reaction notes

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