Methanol → AGN-PC-0NFNDG

HRID 1449424Notes

Reaction equation

HRID 1449424 reaction equation
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:14](OCC)(=[O:17])[CH2:15][OH:16].CO.C[O-].[Na+]>CCOCC>[CH2:1]([NH:13][C:15](=[O:16])[CH2:14][OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

6

Procedure

181.4 g (1.0 mol) of dodecylamine, 104.1 g (1.0 mol) of ethyl glycolate and 7.5 g (40 mmol) of a methanol solution containing 28% sodium methylate were fed into a 500-ml four-necked flask equipped with a stirrer and a thermometer. The obtained mixture was stirred under a stream of nitrogen gas, and the temperature thereof was elevated to 100° C. At this temperature, the reaction mixture was stirred for 2 hr while distilling off formed methanol. The obtained reaction mixture was dissolved in 500 ml of ether at room temperature. The ether solution thus obtained was transferred to a separatory funnel, and washed with water. The ether phase was separated, and concentrated. The solid remaining after concentration was dried in a reduced pressure to thereby obtain 182.3 g of white powdery N-dodecylglycolamide (yield: 74.9%). The hydroxyl value of this N-dodecylglycolamide was 229.4 (calculated value: 230.5).

Workup

  1. customwere fed into a 500-ml four-necked flask
  2. customequipped with a stirrer
  3. customthereof was elevated to 100° C
  4. stirringAt this temperature, the reaction mixture was stirred for 2 hr
  5. distillationwhile distilling off
  6. customformed methanol
  7. customThe obtained reaction mixture
  8. customwas transferred to a separatory funnel
  9. washwashed with water
  10. customThe ether phase was separated
  11. concentrationconcentrated
  12. concentrationafter concentration
  13. customwas dried in a reduced pressure

Sources & evidence

ORD record
ord-eeaecc3246f14443a92ed431f39e1cba
Source dataset
uspto-grants-1997_02
Patent number
US05599483

Reaction notes

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