3-Aminophenol → HCID 20428218, compound

HRID 1633327Notes

Reaction equation

HRID 1633327 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[NH2:9][C:10]1[CH:15]=[CH:14][C:13](S)=[CH:12][CH:11]=1.ClCCC[Si](CCCCl)(C)[O:22][Si](C)(C)C.Cl[CH2:33][CH2:34][CH2:35][CH2:36][Si:37]([CH2:44][CH2:45][CH2:46][CH2:47]Cl)([CH3:43])[O:38][Si:39]([CH3:42])([CH3:41])[CH3:40]>CCOCC>[NH2:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:33][CH2:34][CH2:35][CH2:36][Si:37]([CH2:44][CH2:45][CH2:46][CH2:47][O:22][C:12]1[CH:13]=[CH:14][CH:15]=[C:10]([NH2:9])[CH:11]=1)([CH3:43])[O:38][Si:39]([CH3:42])([CH3:41])[CH3:40]

Participants

6

Reactant 4

HCID 115683-AminophenolHCID 145104-AminothiophenolHCID 20428219HCID 20428219, compoundHCID 20836576HCID 20836576, compound

Product 1

HCID 20428218HCID 20428218, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The process of Example XIX was again practiced except that 59.95 parts of m-aminophenol was substituted for the p-aminothiophenol and 78.9 parts of Bis-(chloropropyl)tetramethyldisiloxane was substituted for the Bis-(chlorobutyl)tetramethyldisiloxane, and the phase transfer catalyst was 3 grams of 18 crown -6 ether. The end product was recovered at a temperature within the range of from 245° C. to 260° C. at from 0.5 mm to 2.0 mm of mercury. The recovered product was identified as Bis-(m-aminophenoxypropyl)tetramethyldisiloxane. The recovered product material was a pale yellow liquid which did not solidify upon standing in the cold at 0° C. for 3 days. Its purity, as determined by titration with perchloric acid, was better than 99%.

Workup

  1. customThe end product was recovered at a temperature within the range of from 245° C. to 260° C. at from 0.5 mm to 2.0 mm of mercury
  2. customcold at 0° C.
  3. customfor 3 days

Sources & evidence

ORD record
ord-7bcfe439b2ef4685be2772d5a70adb7e
Source dataset
uspto-grants-1984_10
Patent number
US04480009

Reaction notes

Loading…