2,2,3,3-Tetrafluoro-1-propanol → 4-(2,2,3,3-Tetrafluoropropoxy)benzaldehyde

HRID 866035Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].F[C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1.[F:16][C:17]([F:23])([CH:20]([F:22])[F:21])[CH2:18][OH:19]>CC(N(C)C)=O>[F:16][C:17]([F:23])([CH:20]([F:22])[F:21])[CH2:18][O:19][C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 20 °C

Procedure

500 ml of dimethylacetamide, 304 g of potassium carbonate, 248 g of 4-fluorobenzaldehyde and 290 g of 2,2,3,3-tetrafluoropropanol are heated for 22.5 hours at 140° C. The reaction mixture is subsequently cooled to 20° C. and filtered. The salt mixture is washed using 300 ml of dimethylacetamide. After the filtrate has been distilled in vacuo at 3 mbar, a bottom temperature of 135° C. and a head temperature of 109° C. to 110° C., 387.95 g of 4-(2,2,3,3-tetrafluoropropoxy) benzaldehyde with a purity (GC) of 98% to 99% are obtained.

Workup

filtrationfiltered
washThe salt mixture is washed
distillationAfter the filtrate has been distilled in vacuo at 3 mbar

Sources & evidence

ORD record: ord-c8b4cc51506c44c3872695cf77886574
Source dataset: uspto-grants-1996_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05569776

Reaction notes

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