Ethanol → HCID 54351148, compound

HRID 839832Notes

Reaction equation

HRID 839832 reaction equation
[CH3:1][CH:2]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH2:3][CH2:4][C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[CH2:18](O)[CH3:19]>>[CH2:18]([O:11][C:10](=[O:12])[CH2:9][CH2:8][CH:2]([CH3:1])[CH2:3][CH2:4][C:5]([OH:7])=[O:6])[CH3:19]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 962684-Methylpimelic acid

Product 1

HCID 54351148HCID 54351148, compound

Procedure

145 g of crude 4-methylpimelic acid, 68 ml of absolute ethanol and 12 ml of concentrated sulfuric acid were refluxed for 5 hours. The mixture was poured onto ice and extracted several times. The combined ether solutions were extracted with saturated NaHCO3 until the development of CO2 was finished. The aqueous extracts were covered with a layer of ether and adjusted while stirring to pH 2 to 3 with diluted sulfuric acid. The ether layer was separated and the aqueous phase was saturated with (NH4)2SO4 and extracted three times with ether.

Workup

  1. additionThe mixture was poured onto ice
  2. extractionextracted several times
  3. extractionThe combined ether solutions were extracted with saturated NaHCO3 until the development of CO2
  4. customThe ether layer was separated
  5. extractionextracted three times with ether

Sources & evidence

ORD record
ord-e9e66ad98f1a402d8f46801b978d9a8b
Source dataset
uspto-grants-1978_06
Patent number
US04097496

Reaction notes

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