2-Bromoethanol → 2-(2-tert-Butyl-5-aminophenoxy)ethanol

HRID 470009Notes

Reaction equation

HRID 470009 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[OH:14])([CH3:4])([CH3:3])[CH3:2].Br[CH2:16][CH2:17][OH:18]>CC#N>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[O:14][CH2:16][CH2:17][OH:18])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 108982-BromoethanolHCID 219596172-Tert-butyl-5-nitrophenol

Product 1

HCID 574702122-(2-tert-Butyl-5-aminophenoxy)ethanol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-(2-tert-Butyl-5-aminophenoxy)ethanol (C-4) was synthesized following the general scheme above starting from 2-tert-butyl-5-nitrophenol (C-1-a) and 2-bromoethanol. HPLC ret. time 2.08 min, 10-99% CH3CN, 5 min run; ESI-MS 210.3 m/z (MH+).

Sources & evidence

ORD record
ord-953fb85b42f1485b8fae969251541c21
Source dataset
uspto-grants-2014_01
Patent number
US08629162B2

Reaction notes

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