N,N-Dimethyl-N-[2-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)ethyl]octan-1-aminium bromide → HCID 131720989, compound

HRID 1458765Notes

Reaction equation

HRID 1458765 reaction equation
[C:1]([C@:9]([C:24]([OH:26])=[O:25])([OH:23])[C@:10]([C:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([OH:14])[C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][N+:35]([CH2:38][CH2:39][O:40][C:41]([CH:43]([C:45]1[CH:50]=[CH:49][C:48]([CH2:51][CH:52]([CH3:54])[CH3:53])=[CH:47][CH:46]=1)[CH3:44])=[O:42])([CH3:37])[CH3:36].[Br-:55]>C1(C)C=CC=CC=1>[CH3:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][N+:35]([CH2:38][CH2:39][O:40][C:41]([CH:43]([C:45]1[CH:50]=[CH:49][C:48]([CH2:51][CH:52]([CH3:53])[CH3:54])=[CH:47][CH:46]=1)[CH3:44])=[O:42])([CH3:37])[CH3:36].[Br-:55].[C:15]([C@:10]([C:11]([O-:13])=[O:12])([OH:14])[C@:9]([C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([OH:23])[C:24]([O-:26])=[O:25])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 163898N,N-Dimethyl-N-[2-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)ethyl]octan-1-aminium bromideHCID 12362977Di-benzoyl-d-tartaric acid

Product 1

HCID 131720989HCID 131720989, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A hot solution of dibenzoyl-D-tartaric acid (5.4 g., 15 mmole) in 500 ml. toluene was added while stirring to AF150 (5.5 g., 32 mmole) dissolved in 200 ml. dry toluene. The precipitate was allowed to settle and the supernatant liquid was decanted off. The residual solid was washed with 3×100 ml. dry toluene and dried under reduced pressure to afford 8.4 g. (80% yield) of a white slightly hygroscopic solid.

Workup

  1. dissolutiondissolved in 200 ml
  2. customthe supernatant liquid was decanted off
  3. washThe residual solid was washed with 3×100 ml
  4. dry with materialdry toluene and dried under reduced pressure
  5. customto afford 8.4 g

Sources & evidence

ORD record
ord-d8b0bb076061482b897f453a6acb717b
Source dataset
uspto-grants-1998_12
Patent number
US05852029

Reaction notes

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