Iodoethanol → HCID 12773780, compound

HRID 1578107Notes

Reaction equation

HRID 1578107 reaction equation
[Na].[Cl:2][C:3]1[C:11]([Cl:12])=[C:10]2[C:6]([CH2:7][C:8]([CH3:20])([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:9]2=[O:13])=[CH:5][C:4]=1[OH:21].I[CH2:23][CH2:24][OH:25]>C(O)CC>[Cl:2][C:3]1[C:11]([Cl:12])=[C:10]2[C:6]([CH2:7][C:8]([CH3:20])([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:9]2=[O:13])=[CH:5][C:4]=1[O:21][CH2:23][CH2:24][OH:25]

Participants

5

Reactant 3

HCID 12225IodoethanolHCID 936906,7-Dichloro-5-hydroxy-2-methyl-2-phenylindan-1-oneHCID 5360545Sodium

Product 1

HCID 12773780HCID 12773780, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

To a solution of sodium (1.76 g., 0.076 g. atom) in 1-propanol (250 ml.) is added 6,7-dichloro-5-hydroxy-2-methyl-2-phenyl-1-indanone (23.5 g., 0.076 mole) and 2-iodoethanol (14.5 g., 0.085 mole). The reaction mixture is refluxed 18 hours then evaporated at reduced pressure to give 12.0 g of 2-(6,7-dichloro-2-methyl-1-oxo-2-phenyl-5-indanyloxy)ethanol which melts at 188°-90° C. after recrystallization from ethanol.

Workup

  1. temperatureThe reaction mixture is refluxed 18 hours
  2. customthen evaporated at reduced pressure

Sources & evidence

ORD record
ord-6a1029014c2147889d640feabeee6540
Source dataset
uspto-grants-1981_09
Patent number
US04291050

Reaction notes

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