Pyridine → 2,2,2-Trichloroethyl 12-hydroxydodecanoate

HRID 1771058Notes

Reaction equation

HRID 1771058 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].[Cl:16][C:17]([Cl:21])([Cl:20])[CH2:18]O.C1(N=C=NC2CCCCC2)CCCCC1.N1C=CC=CC=1>ClCCl>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:18][C:17]([Cl:21])([Cl:20])[Cl:16])=[O:14]

Participants

6

Reactant 4

HCID 1049PyridineHCID 8259TrichloroethanolHCID 10868DicyclohexylcarbodiimideHCID 7903412-Hydroxydodecanoic Acid

Product 1

HCID 900345192,2,2-Trichloroethyl 12-hydroxydodecanoateYield 113.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was prepared from 12-hydroxydodecanoic acid (2.0 g; 9.2 mmol), 2,2,2-trichloroethanol (6.0 g; 40 mmol), N,N′-dicyclohexylcarbodiimide (DCC, 4.1 g; 20 mmol), and pyridine (5.0 mL) in dry dichloromethane (50 mL) using the procedure of Example 12a. 3.63 g (66%) product was obtained (colorless oil).

Sources & evidence

ORD record
ord-8d3e0bb5eeb54463bf54a081690dd4f9
Source dataset
uspto-grants-2016_02
Patent number
US09249086B2

Reaction notes

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