L-Alanine → p-Toluenesulfonic acid

HRID 988983Notes

Reaction equation

HRID 988983 reaction equation
N[C@H](C(O)=O)C.C1(O)CCCCC1.O.[C:15]1([CH3:25])[CH:20]=[CH:19][C:18]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1>C1(C)C=CC=CC=1>[CH3:25][C:15]1[CH:20]=[CH:19][C:18]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 5950L-AlanineHCID 7966CyclohexanolHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 6101p-Toluenesulfonic acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

This was synthesised according to Standard Procedure 2, using L-Alanine (2.0 g, 22.5 mmol), cyclohexanol (2.34 ml, 22.5 mmol), p-toluene sulfonic acid monohydrate (4.7 g, 24.7 mmol), and toluene (100 ml). The p-toluene sulfonate salt was isolated as a pale orange solid (1.45 g).

Workup

  1. customThis was synthesised

Sources & evidence

ORD record
ord-bcbc99c232284a1caa59a3933534ddee
Source dataset
uspto-grants-2003_10
Patent number
US06638919B2

Reaction notes

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