Acetaminophen → 4,4'-[Decane-1,10-diylbis(oxy)]dianiline

HRID 2119236Notes

Reaction equation

HRID 2119236 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]Br.C([NH:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)(=O)C>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:23][C:20]2[CH:19]=[CH:18][C:17]([NH2:16])=[CH:22][CH:21]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 1983AcetaminophenHCID 2214831,10-Dibromodecane

Product 1

HCID 135806854,4'-[Decane-1,10-diylbis(oxy)]dianiline

Reagents, catalysts & solvents 1

HCID 74236Tetrabutylammonium BromideCatalyst

Procedure

Tetrabutylammonium bromide was used as the phase transfer catalyst. It was added to the contents of the flask immediately following addition of the second portion of the 1,10-dibromodecane. The amount of catalyst was 0.50 grams, or 2.5 parts per hundred parts of 4-acetamidophenol.

Workup

  1. additionIt was added to the contents of the flask

Sources & evidence

ORD record
ord-1e0a815c3e5140b39a483d156fd3e4c6
Source dataset
uspto-grants-1987_07
Patent number
US04683333

Reaction notes

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