Phenethyl bromide → 2-Phenylethyl-p-toluenethiosulfonate

HRID 357839Notes

Reaction equation

HRID 357839 reaction equation
[CH2:1](Br)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[S:10]([C:14]1[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=1)([O-:13])(=[O:12])=[S:11].[K+]>C(O)C>[C:3]1([CH2:2][CH2:1][O:13][S:10]([C:14]2[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=2)(=[S:11])=[O:12])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7666Phenethyl bromideHCID 23662126Benzenesulfonothioic acid, 4-methyl-, potassium salt

Product 1

HCID 867530032-Phenylethyl-p-toluenethiosulfonate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared according to General Method 2 using phenethyl bromide (0.088 mmol), potassium thiotosylate(0.088 mol), and absolute ethanol (250 mL). A clear liquid was obtained which was used without purification. 1H NMR (CDCl3) δ 2.47 (s, 3 H), 2.92 (t, 2 H), 3.24 (t, 2 H), 7.1-7.4 (m, 7 H), 7.84 (d, 2 H).

Workup

  1. customA clear liquid was obtained which
  2. customwas used without purification

Sources & evidence

ORD record
ord-16625a54866f464184d7ccbba7b4590d
Source dataset
uspto-grants-1998_11
Patent number
US05840751

Reaction notes

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