p-Toluenesulfonic acid → HCID 131717195, compound

HRID 2372006Notes

Reaction equation

HRID 2372006 reaction equation
[NH2:1][C@@H:2]([C:8]([O:10][CH:11]([CH3:14])[CH2:12][CH3:13])=[O:9])[CH2:3][CH2:4][C:5]([O-:7])=[O:6].C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:26](O)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>>[NH2:1][C@H:2]([C:8]([O:10][CH:11]([CH3:14])[CH2:12][CH3:13])=[O:9])[CH2:3][CH2:4][C:5]([O-:7])=[O:6].[NH2:1][C@H:2]([C:8]([O:10][CH:28]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:27][CH3:26])=[O:9])[CH2:3][CH2:4][C:5]([O-:7])=[O:6]

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 81931-DodecanolHCID 131717196HCID 131717196, compound

Product 1

HCID 131717195HCID 131717195, compound

Procedure

To a solution of 20 g of poly (γ-butyl D-glutamate) (molecular weight 42,000, average degree of polymerization 230) prepared by the NCA method were added 150 ml of n-dodecyl alcohol and 5 g of p-toluenesulfonic acid. The mixture was allowed to react at 60° C. for 20 hours. The reaction mixture was treated in the same way as in Reference Example 1 to obtain a γ-butyl L-glutamate-γ-dodecyl L-glutamate copolymer. Ratio of the butyl ester to the dodecyl ester in the copolymer was 40:60 by NMR measurement.

Workup

  1. customprepared by the NCA method
  2. customto react at 60° C. for 20 hours
  3. additionThe reaction mixture was treated in the same way as in Reference Example 1

Sources & evidence

ORD record
ord-2888e9246137404d91907556518dc62c
Source dataset
uspto-grants-1992_03
Patent number
US05097016

Reaction notes

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