Dimethyl Sulfate → 9,9,10,10-Tetrakis (4-hydroxyphenyl)anthracene

HRID 1109684Notes

Reaction equation

HRID 1109684 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:23]3[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=3)[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=O)[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=3)=[CH:4][CH:3]=1.[OH-:30].[Na+].S([O:37][CH3:38])(OC)(=O)=O>>[OH:30][C:2]1[CH:7]=[CH:6][C:5]([C:15]2([C:8]3[CH:21]=[CH:20][C:38]([OH:37])=[CH:14][CH:9]=3)[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:8]([C:5]3[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=3)([C:23]3[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=3)[C:21]3[C:16]2=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 1230630510,10-Bis (p-hydroxyphenyl) anthrone

Product 1

HCID 233690509,9,10,10-Tetrakis (4-hydroxyphenyl)anthracene

Procedure

A mixture of 7.6 g 10,10-bis (p-hydroxyphenyl) anthrone, 10 ml alcohol, and 100 ml 10% sodium hydroxide solution was refluxed and 30 ml dimethyl sulfate was added gradually. It was heated for 1 h and the crystalline precipitate was recrystallized from acetic acid to give a white product. MP=208°-209° C.

Workup

  1. temperaturewas refluxed
  2. temperatureIt was heated for 1 h
  3. customthe crystalline precipitate was recrystallized from acetic acid
  4. customto give a white product

Sources & evidence

ORD record
ord-ea848150095a49c7a664ca749af82c0b
Source dataset
uspto-grants-1994_06
Patent number
US05322528

Reaction notes

Loading…