1-Bromopentane → 1-Chloro-4-acetoxy-9,9,9-trifluorononane

HRID 1288337Notes

Reaction equation

ClCC[CH2:4][CH:5]([O:11]C(=O)C)CCCCC.C(Br)CCCC.[Cl:21][CH2:22][CH2:23][CH2:24][C:25](=[O:34])[CH2:26][CH2:27][CH2:28][CH2:29][C:30]([F:33])([F:32])[F:31].ClCCCC(O)CCCCC(F)(F)F>>[Cl:21][CH2:22][CH2:23][CH2:24][CH:25]([O:34][C:5](=[O:11])[CH3:4])[CH2:26][CH2:27][CH2:28][CH2:29][C:30]([F:31])([F:32])[F:33]

Participants

Reactant 4

HCID 80571-Bromopentane

HCID 131047161-Chloro-4-acetoxynonane

HCID 203860991-Chloro-9,9,9-trifluoro-4-nonanol

HCID 203861251-Chloro-9,9,9-trifluoro-4-nonanone

Product 1

HCID 203860351-Chloro-4-acetoxy-9,9,9-trifluorononane

Procedure

By following the procedure described for 1-chloro-4-acetoxynonane (Example A) but substituting 1-bromo-5,5-trifluoropentane for amyl bromide, there is obtained in succession: 1-chloro-9,9,9-trifluoro-4-nonanone, 1-chloro-9,9,9-trifluoro-4-nonanol, and 1-chloro-4-acetoxy-9,9,9-trifluoronane.

Workup

customthere is obtained in succession

Sources & evidence

ORD record: ord-217297b8a95b4db3adcbff99235dd440
Source dataset: uspto-grants-1976_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03987091

Reaction notes

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