4-Toluenesulfonyl chloride → HCID 14967550, compound

HRID 527189Notes

Reaction equation

HRID 527189 reaction equation
[CH2:1]([OH:7])[CH2:2][C:3]#[C:4][CH2:5][CH3:6].[S:8](Cl)([C:11]1[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=1)(=[O:10])=[O:9].CCN(CC)CC>CN(C1C=CN=CC=1)C>[CH3:15][C:14]1[CH:16]=[CH:17][C:11]([S:8]([O:7][CH2:1][CH2:2][C:3]#[C:4][CH2:5][CH3:6])(=[O:10])=[O:9])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 660833-Hexyn-1-ol

Product 1

HCID 14967550HCID 14967550, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

This compound was synthesized as a colorless oil from hex-3-yn-1-ol (117.0 mg, 1.19 mmol), TsCl (295.5 mg, 1.55 mmol), Et3N (181.3 mg, 1.79 mmol), and DMAP (145.6 mg, 1.19 mmol) in 98% yield by following general procedure 1.1: ESI-MS: 253.1 (M+H+), 275.1 (M+Na+).

Sources & evidence

ORD record
ord-89b472962a8f44ac99984b1ddd8616c3
Source dataset
uspto-grants-2016_05
Patent number
US09346791B2

Reaction notes

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