Ethanolamine → 2-Benzamidoethanol

HRID 1365104Notes

Reaction equation

HRID 1365104 reaction equation
[C:1]([O:9]C)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:11][CH2:12][CH2:13][OH:14]>C(Cl)Cl>[OH:14][CH2:13][CH2:12][NH:11][C:1](=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 7150Methyl Benzoate

Product 1

HCID 5695262-BenzamidoethanolYield 11%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under an argon atmosphere, a mixture of methyl benzoate (3.0 mmol), 2-aminoethanol (3.6 mmol), Zn4(OCOCF3)6O (0.15 mmol) and methylene chloride (2.5 mL) was stirred at room temperature for 3 days, and as a result, N-(2-hydroxyethyl)benzamide was obtained in 11% yield. The resulting compound was identified by comparison with physical property data of the known compound.

Sources & evidence

ORD record
ord-a663e7c8c7dd41ad88739b85d439c8fd
Source dataset
uspto-grants-2011_02
Patent number
US07888513B2

Reaction notes

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