Ethyl trifluoroacetate → 12-Trifluoroacetamidododecanol

HRID 1478979Notes

Reaction equation

HRID 1478979 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14].C([O:17][C:18](=O)[C:19]([F:22])([F:21])[F:20])C>C(O)C>[F:20][C:19]([F:22])([F:21])[C:18]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14])=[O:17]

Participants

4

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 518202012-Amino-1-dodecanol

Product 1

HCID 11767824212-TrifluoroacetamidododecanolYield 98.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An ethanol solution (100 ml) of 12-aminododecanol (4.81 g, 23.9 mmol) and trifluoroacetic acid ethyl ester (6.79 g, 47.8 mmol) was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure to give 12-trifluoroacetamidododecanol (1) (6.98 g, q.) as a colorless syrup.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-18304123fc9a41c1bd0a0ee8e098ed8f
Source dataset
uspto-grants-2016_08
Patent number
US09404108B2

Reaction notes

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