2,2-Bis(trifluoromethyl)decanoyl fluoride → Sodium 2,2-bis(trifluoromethyl)decanoate

HRID 3951

Reaction equation

HRID 3951 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([C:15]([F:18])([F:17])[F:16])([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:4](F)=[O:5].C[Si](C)(C)[O-:23].[Na+:26]>CCOCC>[F:1][C:2]([F:20])([F:19])[C:3]([C:15]([F:18])([F:17])[F:16])([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:4]([O-:23])=[O:5].[Na+:26]

Participants

4

Reactant 2

HCID 201535092,2-Bis(trifluoromethyl)decanoyl fluorideHCID 23672319Sodium trimethylsilanolate

Product 1

HCID 23684024Sodium 2,2-bis(trifluoromethyl)decanoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The procedure of Example 1 was followed using 2,2-bis(trifluoromethyl)decanoyl fluoride (6.11 g, 19.7 mmol), sodium trimethylsilanolate (2.21 g, 19.7 mmol) and dry ether (20 mL). The product, sodium 2,2-bis(trifluoromethyl)decanoate, was isolated as a waxy solid (5.5 g, 85% yield) by concentrating the filtrate under vacuum: 1H NMR (CDCl3) δ 0.88 (m, CH3, 3H), 1.30 (m, CH2, 12H), 2.10 ppm (m, CH2, 2H); 19F NMR (D2O/acetone) δ -62.0 ppm (brs, CF3,6F). Anal. Calcd. for C12H17F6NaO2 : C, 43.64; H, 5.19; F, 34.52. Found: C, 44.34; H, 5.10; F, 35.58.

Sources & evidence

ORD record
ord-9f0abb4433aa4985acae6632fd7a6977
Source dataset
uspto-grants-1988_02
Patent number
US04723016

Linked notes

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