Triethylamine → 40316-56-1

HRID 1270053Notes

Reaction equation

HRID 1270053 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 546319740316-56-1Yield 82.2%

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-e6b9acc0a27c4c0bb64667f7c3c712e3
Source dataset
uspto-grants-2007_04
Patent number
US07202213B2

Reaction notes

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