Acetylethanolamine → HCID 54341232, compound

HRID 1974176Notes

Reaction equation

HRID 1974176 reaction equation
[CH2:1]([S:13][C:14]1[O:18][C:17]([C:19]([CH2:21][C:22]([OH:24])=[O:23])=[O:20])=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:25]([NH:28][CH2:29][CH2:30]O)(=[O:27])[CH3:26]>O1CCCC1>[C:25]([NH:28][CH2:29][CH2:30][O:23][C:22](=[O:24])[CH2:21][C:19]([C:17]1[O:18][C:14]([S:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:15][CH:16]=1)=[O:20])(=[O:27])[CH3:26]

Participants

4

Reactant 2

HCID 8880AcetylethanolamineHCID 21488771HCID 21488771, compound

Product 1

HCID 54341232HCID 54341232, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 20.0 g (0.057 mole) of 2-[5-(dodecylthio)-2-furoyl]acetic acid, 9.2 g (0.057 mole) of N,N'-carbonyldiimidazole and tetrahydrofuran is stirred for 4 hours, after which 5.9 g (0.057 mole) of N-acetylethanolamine is added. The mixture is stirred at room temperature overnight, then is diluted with ice cold 5% aqueous hydrochloric acid and extracted with ether. The ether layer is washed in water and saturated sodium chloride solution, dried with sodium sulfate, and evaporated to dryness to yield 2-[5-(dodecylthio)-2-furoyl]acetic acid 2-acetamidoethyl ester.

Workup

  1. stirringThe mixture is stirred at room temperature overnight
  2. extractionextracted with ether
  3. washThe ether layer is washed in water
  4. dry with materialsaturated sodium chloride solution, dried with sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-443848668a2c4661978d5b28ed597473
Source dataset
uspto-grants-1976_12
Patent number
US04000164

Reaction notes

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