Chlorosulfonic acid → (R)-2-Amino-2-ethylhexyl hydrogen sulfate

HRID 1415877Notes

Reaction equation

HRID 1415877 reaction equation
[NH2:1][C@:2]([CH2:9][CH3:10])([CH2:5][CH2:6][CH2:7][CH3:8])[CH2:3][OH:4].Cl[S:12]([OH:15])(=[O:14])=[O:13]>ClCCl>[S:12]([OH:15])([O:4][CH2:3][C@@:2]([NH2:1])([CH2:9][CH3:10])[CH2:5][CH2:6][CH2:7][CH3:8])(=[O:14])=[O:13]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 15406632(R)-2-Amino-2-ethylhexan-1-OL

Product 1

HCID 15406633(R)-2-Amino-2-ethylhexyl hydrogen sulfate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product (20.0 g) from step (f) was dissolved in dichioromethane (170 ml) and treated with chlorosulfonic acid (26.8 g). The reaction mixture was stirred at room temperature for 17 hours. A major part of the solvent was removed by distillation and the resulting slurry was diluted with acetone, filtered and dried to get a white solid. 1H NMR consistent with the proposed structure.

Workup

  1. customA major part of the solvent was removed by distillation
  2. additionthe resulting slurry was diluted with acetone
  3. filtrationfiltered
  4. customdried
  5. customto get a white solid

Sources & evidence

ORD record
ord-22606af8d02443e9a297f1f3ca1c495e
Source dataset
uspto-grants-1999_06
Patent number
US05910494

Reaction notes

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