Ethanolamine → HCID 11790679, compound

HRID 1423290Notes

Reaction equation

HRID 1423290 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Br)=[CH:5][CH:4]=1.[CH2:13]([CH2:15][NH2:16])[OH:14]>C(O)C>[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH:16][CH2:15][CH2:13][OH:14])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzene

Product 1

HCID 11790679HCID 11790679, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following the method of Preparation 8, step a, 4-trifluoromethylbenzyl bromide (664 mg, 2.78 mmol) was heated with ethanolamine (1.02 g, 16.7 mmol) in ethanol (3 mL) at 75° C. overnight. The product was isolated to give the title intermediate as a yellowish oil (585 mg). (m/z): [M+H]+ calcd for C10H12F3NO 220.10; found 220.3. 1H NMR (CDCl3, 300 MHz) δ (ppm): 7.59 (d, J=7.8 Hz, 2H), 7.45 (d, J=7.8 Hz, 2H), 3.88 (s, 2H), 3.66-3.70 (m, 2H), 2.80-2.83 (m, 2H).

Workup

  1. customThe product was isolated

Sources & evidence

ORD record
ord-769ce4e857c94fc6acf70f929c33ee0b
Source dataset
uspto-grants-2015_01
Patent number
US08927573B2

Reaction notes

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