Acetyl chloride → 1-p-Chlorophenyl-1-acetoxy-2-(1,2,4-triazol-1-yl)-ethane

HRID 1447025Notes

Reaction equation

HRID 1447025 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:15])[CH2:9][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:23](Cl)(=[O:25])[CH3:24]>C(OCC)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:15][C:23](=[O:25])[CH3:24])[CH2:9][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 5580621-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-ol

Product 1

HCID 204952251-p-Chlorophenyl-1-acetoxy-2-(1,2,4-triazol-1-yl)-ethane

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

1-p-Chlorophenyl-2-(1,2,4-triazol-1-yl)-ethanol (2.24 g) and triethylamine (1.1 g) in dry diethyl ether (50 ml) were treated with acetyl chloride (0.8 g) in dry diethyl ether (5 ml) and the mixture was stirred for 3 hours at room temperature to give a white solid which was filtered off and washed with ether. The solvent was removed from the filtrate to give a brown oil. The oil was distilled to give the title compound as a semi-solid which could not be purified further.

Workup

  1. customto give a white solid which
  2. filtrationwas filtered off
  3. washwashed with ether
  4. customThe solvent was removed from the filtrate
  5. customto give a brown oil
  6. distillationThe oil was distilled

Sources & evidence

ORD record
ord-43af8285b10243d68e4514c639a798e4
Source dataset
uspto-grants-1982_02
Patent number
US04315016

Reaction notes

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