Acetic Anhydride → N,N-Bis(2-hydroxyethyl)acetamide

HRID 1066955Notes

Reaction equation

HRID 1066955 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].[C:8](OC(=O)C)(=[O:10])[CH3:9]>O1CCCC1>[OH:4][CH2:3][CH2:2][N:1]([CH2:5][CH2:6][OH:7])[C:8](=[O:10])[CH3:9]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 8113Diethanolamine

Product 1

HCID 9793833N,N-Bis(2-hydroxyethyl)acetamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

315 g of diethanolamine were dissolved in 500 g of tetrahydrofuran in a round-bottom flask. Then, 310 g of acetic anhydride were slowly added. The temperature was kept below 5° C. with the aid of a cooling bath. When, after the dropwise addition, exothermic heat was no longer detectable, heating was slowly carried out to 100° C. Tetrahydrofuran and acetic acid were removed under vacuum.

Workup

  1. customThe temperature was kept below 5° C. with the aid of a cooling bath
  2. additionWhen, after the dropwise addition
  3. temperatureexothermic heat
  4. temperatureheating
  5. customwas slowly carried out to 100° C
  6. customTetrahydrofuran and acetic acid were removed under vacuum

Sources & evidence

ORD record
ord-574f403e326845e38abe4a1f1b72403b
Source dataset
uspto-grants-2001_06
Patent number
US06245829B1

Reaction notes

Loading…