Ethanol → HCID 19001689, compound

HRID 2259749Notes

Reaction equation

HRID 2259749 reaction equation
[Na].Cl[CH2:3][C:4]1[C:5]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:6][C:7]2[O:11][CH2:10][O:9][C:8]=2[CH:12]=1.[CH2:18]([OH:20])[CH3:19]>>[CH2:18]([O:20][CH2:3][C:4]1[C:5]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:6][C:7]2[O:11][CH2:10][O:9][C:8]=2[CH:12]=1)[CH3:19]

Participants

4

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 19001617HCID 19001617, compound

Product 1

HCID 19001689HCID 19001689, compound

Conditions

Temperature
50 °C

Procedure

0.6 g of metallic sodium was dissolved in 100 ml of ethanol. 2.0 g of 3-(6-chloromethyl-1,3-benzodioxole-5-yl)propionic acid was added in small portions to the solution. The mixture was heated at 50° C. for 2 h. The solvent was distilled off and the residue was acidified with 1N hydrochloric acid. After extraction with chloroform, the organic layer was dried over magnesium sulfate. The solvent was distilled off. After separation according to silica gel column chromatography (chloroform), 0.73 g of the intended compound in the form of colorless crystals was obtained.

Workup

  1. distillationThe solvent was distilled off
  2. extractionAfter extraction with chloroform
  3. dry with materialthe organic layer was dried over magnesium sulfate
  4. distillationThe solvent was distilled off
  5. customAfter separation
  6. customwas obtained

Sources & evidence

ORD record
ord-8c3cc68575ab44c18091aef4368debf2
Source dataset
uspto-grants-1995_12
Patent number
US05475024

Reaction notes

Loading…