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Water → 2-((Triphenylmethyl)amino)ethanol

HRID 80299
Notes
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Reaction equation

HRID 80299 reaction equation
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:21][CH:22](O)[CH3:23].[OH2:25]>C(#N)C>[C:1]1([C:7]([NH:21][CH2:22][CH2:23][OH:25])([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 6456Trityl chlorideHCID 522583Acetaldehyde ammonia

Product 1

HCID 31256082-((Triphenylmethyl)amino)ethanolYield 39%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Triphenylchloromethane (1.00 g, 3.58 mmol) (Wako Pure Chemical Industries, Ltd.) and aminoethanol (2.00 g, 32.7 mmol) were dissolved in acetonitrile (5 mL), and the solution was stirred at room temperature overnight. Water (100 mL) was poured into the reaction solution, and the precipitates were suction-filtered and then dried. The solid product was recrystallized from a mixed solvent of ethanol (Wako Pure Chemical Industries, Ltd.) and water, to thereby obtain the title compound (0.43 g, 39% yield).

Workup

  1. filtrationthe precipitates were suction-filtered
  2. customdried
  3. customThe solid product was recrystallized from a mixed solvent of ethanol (Wako Pure Chemical Industries, Ltd.) and water

Sources & evidence

ORD record
ord-c8024df5c705406a8ff8676a83e574f1
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08846012B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes