Acetic Acid → HCID 21717327, compound

HRID 1386097Notes

Reaction equation

HRID 1386097 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([F:10])[CH:6]=[C:7](C)[CH:8]=1)[CH3:2].C=O.[BrH:13].[C:14](O)(=O)[CH3:15]>O>[CH2:1]([C:3]1[CH:4]=[C:5]([F:10])[CH:6]=[C:14]([CH3:15])[C:8]=1[CH2:7][Br:13])[CH3:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 712FormaldehydeHCID 217173603-Ethyl-1-fluoro-5-methylbenzene

Product 1

HCID 21717327HCID 21717327, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-ethyl-1-fluoro-5-methylbenzene (1.1 g, 0.008 mol), paraformaldehyde (1.5 g, 0.05 mol), hydrobromic acid (4.1 ml 0.017 mol) (4.1 M in acetic acid) and acetic acid (2.5 ml) was stirred at ambient temperature for 40 h. To the mixture were water and petroleum ether (40-60) added and the organic layer was separated, washed with water, dried over anhydrous sodium sulfate and evaporated carefully under reduced pressure. The desired product was obtain as a yellow oil (1.3 g, 72%).

Workup

  1. additionadded
  2. customthe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated carefully under reduced pressure

Sources & evidence

ORD record
ord-f20913f822b24e11b5cf58666fbb6e17
Source dataset
uspto-grants-2001_07
Patent number
US06265415B1

Reaction notes

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