10-Undecen-1-ol → 1-Undecene, 11-fluoro-

HRID 2427935Notes

Reaction equation

HRID 2427935 reaction equation
[CH2:1](O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].C(N(C(F)([F:26])C1C=CC=C(C)C=1)CC)C>CCCCCCC>[F:26][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11]

Participants

4

Reactant 2

HCID 818510-Undecen-1-olHCID 11820531N,N-Diethyl-alpha,alpha-difluoro-3-methylbenzylamine

Product 1

HCID 680461-Undecene, 11-fluoro-Yield 91%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

In the same apparatus as that used in Example 14, 10-undecene-1-ol (10 mmole; 1.7 g) as the substrate and N,N-diethyl-α,α-difluoro(3-methyl)benzylamine (12 mmole; 2.56 g) as the fluorinating agent were added to heptane as the solvent. While the resultant mixture was stirred at the room temperature, the mixture was irradiated with microwave for 10 minutes. As the product, 1-fluoro-10-undecene was obtained at a yield of 91%.

Workup

  1. customthe mixture was irradiated with microwave for 10 minutes

Sources & evidence

ORD record
ord-15d1ea7bf56e4232af0801eb369c583d
Source dataset
uspto-grants-2011_06
Patent number
US07968751B2

Reaction notes

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