HCID 14376324, compound → HCID 14376332, compound

HRID 868444Notes

Reaction equation

HRID 868444 reaction equation
[P:1]([O-:53])([O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][N+:49]([CH3:52])([CH3:51])[CH3:50])([O:3][CH2:4][CH:5]([O:26]CC1C=CC=CC=1)[CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[O:2].[H][H]>C(O)(=O)C.[Pd]>[P:1]([O-:53])([O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][N+:49]([CH3:52])([CH3:51])[CH3:50])([O:3][CH2:4][CH:5]([OH:26])[CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[O:2]

Participants

5

Reactant 2

HCID 14376324HCID 14376324, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14376332HCID 14376332, compoundYield 97.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

1.44 g (1.87 mmole) of 2-(benzyloxy)-3-(octadecyloxy)propyl 14-trimethylammoniotetradecyl phosphate was dissolved in 50 ml of 70% acetic acid and 0.5 g of 10% Pd-C was added as a catalyst. The mixture was stirred at room temperature for 4 hours in a hydrogen atmosphere. The reaction mixture was filtered and concentrated to dryness under reduced pressure. Acetone was added to the residue and the solidified substance was collected by filtration, washed with acetone and dried to give 1.24 g (yield: 97.6%) of the above-mentioned compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated to dryness under reduced pressure
  3. additionAcetone was added to the residue
  4. filtrationthe solidified substance was collected by filtration
  5. washwashed with acetone
  6. customdried

Sources & evidence

ORD record
ord-70965dfcd2e04182a7b3be682d90b73e
Source dataset
uspto-grants-1988_10
Patent number
US04778912

Reaction notes

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