Glycerol → HCID 20482569, compound

HRID 648315Notes

Reaction equation

HRID 648315 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.[OH:35][CH2:36][CH:37](CO)[OH:38]>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14]1[CH:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH:37]([OH:38])[CH2:36][OH:35])=[O:19])=[CH:22][CH:23]=1

Participants

4

Reactant 3

HCID 753GlycerolHCID 6101p-Toluenesulfonic acidHCID 20482536HCID 20482536, compound

Product 1

HCID 20482569HCID 20482569, compound

Procedure

A mixture of 2.25 g. of methyl 4-(11-bromoundecylamino)benzoate, 280 mg. of glycerol, and 1.37 g. of p-toluenesulfonic acid is heated at 180° C. for 18 hours and then is partitioned between ether and 3% aqueous sodium carbonate solution. The ether layer is separated, dried, and evaporated to yield 2,3-dihydroxypropyl 4-(11-bromoundecylamino)benzoate.

Workup

  1. additionA mixture of 2.25 g
  2. customis partitioned between ether and 3% aqueous sodium carbonate solution
  3. customThe ether layer is separated
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-87b8098fa21e403f9467d7f940b259be
Source dataset
uspto-grants-1983_10
Patent number
US04411903

Reaction notes

Loading…