Acetaldehyde → HCID 68326248, compound

HRID 931845Notes

Reaction equation

HRID 931845 reaction equation
[F:1][C:2]1[C:7]([Br:8])=[C:6](Br)[CH:5]=[C:4]([Br:10])[CH:3]=1.[CH:11](=[O:13])[CH3:12]>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([Br:10])[CH:5]=[C:6]([CH:11]([OH:13])[CH3:12])[C:7]=1[Br:8]

Participants

4

Conditions

Temperature
-70 °C

Procedure

120 g (0.36 mol) of 6-fluoro-1,2,4-tribromobenzene in 120 ml of tetrahydrofuran are added dropwise to 290 ml (0.38 mol, 1.3 M solution in tetrahydrofuran) of isopropylmagnesium chloride/lithium chloride complex cooled to −70° C., and the mixture is stirred at −50° C. for 2 h. The mixture is subsequently cooled to −70° C., before 17.6 g (0.4 mol) of acetaldehyde in 40 ml of tetrahydrofuran are added dropwise. The batch is slowly warmed to −20° C. and then quenched by the addition of saturated ammonium chloride solution.

Workup

  1. additionare added dropwise
  2. temperatureThe batch is slowly warmed to −20° C.
  3. customquenched by the addition of saturated ammonium chloride solution

Sources & evidence

ORD record
ord-55232c93ccfd4823b057497427c57ff6
Source dataset
uspto-grants-2016_03
Patent number
US09296948B2

Reaction notes

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