Sulfuric Acid → HCID 15390685, compound

HRID 1533004Notes

Reaction equation

HRID 1533004 reaction equation
[C:1]([O:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:6]=1)(=O)[CH3:2].[OH:20][CH2:21]CCO.S(=O)(=O)(O)O>O>[C:14]1([N:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:5]([O:4][CH2:1][CH2:2][CH2:21][OH:20])=[CH:6]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 104421,3-PropanediolHCID 22012240HCID 22012240, compound

Product 1

HCID 15390685HCID 15390685, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 3-acetyloxy-1-phenylindole (24 g), 1,3-dihydroxypropane (240 ml), and conc. sulfuric acid (10 ml) was heated to 80° C. for 2 h. Water was added followed by extraction with ether. The ether phase was dried over magnesium sulfate followed by removal of solvent in vacuo giving 3-(1-phenyl-3-indolyloxy)-1-propanol, sufficiently pure for use in the next step.

Workup

  1. extractionfollowed by extraction with ether
  2. dry with materialThe ether phase was dried over magnesium sulfate
  3. customfollowed by removal of solvent in vacuo

Sources & evidence

ORD record
ord-d102895e417c4d7fa0738a58d7af1d1e
Source dataset
uspto-grants-2001_03
Patent number
US06207677B1

Reaction notes

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