Lactic Acid → HCID 13378775, compound

HRID 2261723Notes

Reaction equation

HRID 2261723 reaction equation
[CH2:1](NC(=O)C(C)O)CCCCCCC.[OH-].[K+].C(O)(=O)C(C)O.C1OC1.[CH2:26]([C:34](C)([OH:38])[C:35]([NH2:37])=[O:36])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>>[CH2:27]([CH2:26][CH:34]([OH:38])[C:35]([NH2:37])=[O:36])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:1]

Participants

6

Reactant 5

HCID 612Lactic AcidHCID 6354Ethylene OxideHCID 14797Potassium HydroxideHCID 2234322-hydroxy-N-octyl-propanamideHCID 19434732HCID 19434732, compound

Product 1

HCID 13378775HCID 13378775, compound

Procedure

100 g of N-octyllactamide were admixed with 1 g of 45% KOH in a pressurized reactor and dried for one hour at 115° C. and reduced pressure. Then, at 130° C., 3 mol equivalents of ethylene oxide were metered in over 40 minutes and the product was kept for a further 45 minutes at this temperature for a post reaction time. After cooling to room temperature, the mixture was neutralized with lactic acid. The product was obtained in the form of a clear, brownish liquid. Using 1H-NMR analysis, an addition of 3.1 mol of ethylene oxide per mol of octyllactamide was determined.

Workup

  1. customdried for one hour at 115° C.
  2. customat 130° C.
  3. customwere metered in over 40 minutes
  4. customthe product was kept for a further 45 minutes at this temperature for a post reaction time
  5. customThe product was obtained in the form of a clear, brownish liquid

Sources & evidence

ORD record
ord-6ec2ada9bc794165a0b43556684fd50c
Source dataset
uspto-grants-2010_12
Patent number
US07847123B2

Reaction notes

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