Ethanolamine → 2-((Triphenylmethyl)amino)ethanol

HRID 274413Notes

Reaction equation

HRID 274413 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].[C:5]1([C:11]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)Cl)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(O)(C)C>[C:11]([NH:4][CH2:3][CH2:1][OH:2])([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 6456Trityl chloride

Product 1

HCID 31256082-((Triphenylmethyl)amino)ethanolYield 85.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of isopropanol (750 ml), diethylaminc (75 ml), ethanolamine (98%, 62.3 g, 1 mole) and triphenylchloromethane (97%, 143.7 g, 0.50 moles) was stirred at room temperature for 3 hours. The resulting solution was then poured into ice-cold water (4 l) under continuous stirring and the resulting precipitate was filtered off and dried. The crude product was digested in toluene (340 ml), then filtered off and dried in vacuo at 60° C. Thus 130 g (85%) of the pure desired compound were obtained.

Workup

  1. stirringunder continuous stirring
  2. filtrationthe resulting precipitate was filtered off
  3. customdried
  4. filtrationfiltered off
  5. customdried in vacuo at 60° C

Sources & evidence

ORD record
ord-1c095ba69e99434eb17688e987d6cf4c
Source dataset
uspto-grants-1995_02
Patent number
US05389654

Reaction notes

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