Triethylamine → HCID 142426, compound

HRID 413930Notes

Reaction equation

HRID 413930 reaction equation
[C:1]1([C:7]#[C:8]/[CH:9]=[CH:10]/[CH2:11]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.CS([Cl:24])(=O)=O>ClCCl>[Cl:24][CH2:11][CH:10]=[CH:9][C:8]#[C:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 546319840317-08-6

Product 1

HCID 142426HCID 142426, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of (E)-5-phenyl-pent-2-en-4-yn-1-ol (Method 1b) (4.9 g, 31.0 mmol) and triethylamine (3.8 g, 38.0 mmol) in dry dichloromethane (200 mL) was added methanesulfonyl chloride (3.8 g, 33 mmol) dropwise. Stirring was continued at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue washed with heptane/dichloromethane (×2) to give 4.5 g (82%) crude (E)-(5-chloro-pent-3-en-1-ynyl-benzene.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. washthe residue washed with heptane/dichloromethane (×2)

Sources & evidence

ORD record
ord-abfe5e66b4c047dba35f3275433b7628
Source dataset
uspto-grants-2003_05
Patent number
US06569901B2

Reaction notes

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