Propargyl bromide → HCID 11228839, compound

HRID 371369Notes

Reaction equation

HRID 371369 reaction equation
[CH2:1](Br)[C:2]#[CH:3].[F:5][C:6]([F:10])([F:9])[CH:7]=[O:8]>O1CCCC1.[Zn]>[F:5][C:6]([F:10])([F:9])[CH:7]([OH:8])[CH2:3][C:2]#[CH:1]

Participants

5

Procedure

In a mixture of propargyl bromide (3.46 g, 29 mmol), zinc powder (2.3 g, 0.035 gram-atom) in tetrahydrofuran (60 ml), trifluoroacetaldehyde (1.9 g, 19 mmol) was added under bubbling. An hour later, the reaction mixture was poured into aqueous 2% HCl solution for a similar treatment to the one used in the above Examples. Distillation gave 1,1,1-trifluoro-4-pentyne-2-ol (b.p.: 95°-96° C.) at a yield of 65%. The above product gave the following analytical data:

Workup

  1. additionwas added
  2. customunder bubbling
  3. additionAn hour later, the reaction mixture was poured into aqueous 2% HCl solution for a similar treatment to the one
  4. distillationDistillation

Sources & evidence

ORD record
ord-8773d4229dae418ab413837f4e302b9b
Source dataset
uspto-grants-1985_07
Patent number
US04532020

Reaction notes

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