Potassium Carbonate → 4-(6-Hydroxy-2,2,3,3,4,4,5,5-octafluorohexyloxy)benzaldehyde

HRID 1281052Notes

Reaction equation

HRID 1281052 reaction equation
[F:1][C:2]([F:16])([C:5]([F:15])([F:14])[C:6]([F:13])([F:12])[C:7]([F:11])([F:10])[CH2:8][OH:9])[CH2:3][OH:4].F[C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>CN1C(=O)CCC1>[OH:9][CH2:8][C:7]([F:10])([F:11])[C:6]([F:13])([F:12])[C:5]([F:14])([F:15])[C:2]([F:16])([F:1])[CH2:3][O:4][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 1361812,2,3,3,4,4,5,5-Octafluorohexane-1,6-diol

Product 1

HCID 185466164-(6-Hydroxy-2,2,3,3,4,4,5,5-octafluorohexyloxy)benzaldehyde

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
97.5 °C

Procedure

A mixture of 2,2,3,3,4,4,5,5-octafluoro-1,6-hexanediol (7.86 g), 4-fluorobenzaldehyde (1.24 g), NMP (10 mL), and potassium carbonate (4.14 g) was heated to 95-100° C. for 48 hrs. The mixture was further processed as described in Example 1 to provide 4-(6-hydroxy-2,2,3,3,4,4,5,5-octafluorohexyloxy)benzaldehyde.

Sources & evidence

ORD record
ord-f5a35bd318e54be49d4a74748f3aa7cd
Source dataset
uspto-grants-2002_09
Patent number
US06451960B1

Reaction notes

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