HCID 21849454, compound → HCID 21849442, compound

HRID 862842Notes

Reaction equation

HRID 862842 reaction equation
C([O:4][CH2:5][C:6]([N:30]([CH3:32])[CH3:31])([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][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:7][O:8]C(=O)C)(=O)C.CO.C[O-].[Na+]>CO>[CH3:32][N:30]([C:6]([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][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])([CH2:7][OH:8])[CH2:5][OH:4])[CH3:31]

Participants

4

Reactant 2

HCID 21849454HCID 21849454, compoundHCID 23694274Sodium methanolate methanol

Product 1

HCID 21849442HCID 21849442, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound (436 mg) of (1) above was dissolved in 15 ml of methanol and 37 mg of a 28% sodium methoxide methanol solution was added thereto. The mixture was stirred at room temperature for 6 hours. The reaction mixture was concentrated and water was added thereto. The resultant precipitate was collected by filtration and recrystallized from chloroform-hexane to give 295 mg of colorless, crystalline 2-(N,N-dimethylamino)-2-octadecyl-1,3-propanediol.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionwater was added
  3. filtrationThe resultant precipitate was collected by filtration
  4. customrecrystallized from chloroform-hexane

Sources & evidence

ORD record
ord-91a619c9381d4deab22f26ee488fd8b4
Source dataset
uspto-grants-1998_02
Patent number
US05719176

Reaction notes

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