Ethylene Glycol → 71935-16-5

HRID 426636Notes

Reaction equation

HRID 426636 reaction equation
[OH-:1].[Na+].[CH2:3]([OH:6])[CH2:4]O.C(C1[CH:14]=[CH:13][C:12]([N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16]2)=[CH:11][CH:10]=1)#N>O>[N:15]1([C:12]2[CH:13]=[CH:14][C:4]([C:3]([OH:6])=[O:1])=[CH:10][CH:11]=2)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16]1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 14798Sodium HydroxideHCID 10220051HCID 10220051, compound

Product 1

HCID 1302130371935-16-5Yield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 180 ml of 6N NaOH, 360 ml ethylene glycol and 39.3 g (180 mmole) of 1-p-cyanophenylindole [Misbahul Ain Khan and J. B. Polya, J. Chem. Soc., 85 1970)] is refluxed for 3 hours at 150° . The basic solution is diluted with 450 ml of H2O and extracted with diethyl ether to remove neutrals. The aqueous solution is acidified with 200 ml of 6N HCl. The solid is filtered washed with hot water and dried in a vacuum oven at 50° to yield 45.8 g (95%) of p-(indol-1-yl)benzoic acid, m.p. 224-226° .

Workup

  1. temperature, 85 1970)] is refluxed for 3 hours at 150°
  2. extractionextracted with diethyl ether
  3. customto remove neutrals
  4. filtrationThe solid is filtered
  5. washwashed with hot water
  6. customdried in a vacuum oven at 50°

Sources & evidence

ORD record
ord-d9d664d1f66949ef94f84a2ef8a7a30f
Source dataset
uspto-grants-1979_10
Patent number
US04170654

Reaction notes

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