Triethylamine → HCID 58855417, compound

HRID 1751310Notes

Reaction equation

HRID 1751310 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]1.[F:10][C:11]([F:22])([F:21])[C:12]([C:17]([F:20])([F:19])[F:18])([CH3:16])[C:13](F)=[O:14].C(N(CC)CC)C>C(#N)C>[F:10][C:11]([F:21])([F:22])[C:12]([C:17]([F:18])([F:20])[F:19])([CH3:16])[C:13]([O:9][CH2:8][CH2:7][N:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)=[O:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 611632-MorpholinoethanolHCID 27361872,2-Bis(trifluoromethyl)propionyl fluoride

Product 1

HCID 58855417HCID 58855417, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 26.2 g of 2-morpholinoethanol, 21.2 g of 2,2-bis(trifluoromethyl)propionic acid fluoride, 20.2 g of triethylamine, and 100 g of acetonitrile was stirred at 60° C. for 20 hours. This was followed by conventional aqueous work-up and purification by silica gel column chromatography. There was obtained 22.6 g of 2-morpholinoethyl 2,2-bis(trifluoromethyl)propionate (yield 70%).

Workup

  1. customThis was followed by conventional aqueous work-up and purification by silica gel column chromatography

Sources & evidence

ORD record
ord-f7e9ff33c1cf41c39990cddf855ab919
Source dataset
uspto-grants-2015_10
Patent number
US09158191B2

Reaction notes

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