Methanesulfonyl chloride → 6-((tert-Butoxycarbonyl)amino)hexyl methanesulfonate

HRID 921514Notes

Reaction equation

HRID 921514 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12].[CH3:16][S:17](Cl)(=[O:19])=[O:18]>C(Cl)Cl>[CH3:16][S:17]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9]([O:10][C:11]([CH3:12])([CH3:14])[CH3:13])=[O:15])(=[O:19])=[O:18]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 4146612tert-Butyl N-(6-hydroxyhexyl)carbamate

Product 1

HCID 184654786-((tert-Butoxycarbonyl)amino)hexyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (6-hydroxyhexyl)carbamate (12.18 g, 56.05 mmol) and TEA (8.51 g, 84.08 mmol) in 100 ml of methylene chloride, methanesulfonyl chloride (9.63 g, 84.08 mmol) was slowly added at 0° C. The mixture was stirred at room temperature overnight. The compound was purified by silica chromatography using heptane/ethyl acetate as eluent.

Workup

  1. customThe compound was purified by silica chromatography

Sources & evidence

ORD record
ord-d7d7465185164485b38305dc189586c5
Source dataset
uspto-grants-2016_03
Patent number
US09273343B2

Reaction notes

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