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

HRID 73971
Notes
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Reaction equation

HRID 73971 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]
ParticipantsProcedureSources & evidenceReaction notes

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-de1375ce261e4dac8fa5a72b344c4cf9
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08829204B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes