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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1985028Generated: November 1, 2026

Water → {[(3,3,3-Trifluoroprop-1-en-1-yl)oxy]methyl}benzene

https://huagongshe.com/reaction/1985028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
Reactant3,3,3-TrifluoropropanalHCID 68028—
Reactant{[(3,3,3-Trifluoroprop-1-en-1-yl)oxy]methyl}benzeneHCID 53395476—
Reactant1,1′-[(3,3,3-Trifluoropropylidene)bis(oxymethylene)]bis[benzene]HCID 66809726—
ProductBenzyl AlcoholHCID 2442.5%
Product3,3,3-TrifluoropropanalHCID 68028—
Product{[(3,3,3-Trifluoroprop-1-en-1-yl)oxy]methyl}benzeneHCID 533954764.7%
Product1,1′-[(3,3,3-Trifluoropropylidene)bis(oxymethylene)]bis[benzene]HCID 668097260.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture (composition: 2.5% benzyl alcohol, 92.7% (1E) 1-benzyloxy-3,3,3-trifluoropropene, 4.7% (1Z) 1-benzyloxy-3,3,3-trifluoropropene and 0.1% 1,1,1-trifluoro-3,3-dibenzyloxypropane) was prepared in the same way as in Example 3. Then, 34 g of the prepared mixture was filled into a 100-ml three-neck glass flask with a magnetic stirrer, a thermometer and a reflux condenser, followed by adding thereto 1.5 g (0.08 mol) water and 0.67 g (0.007 mol) 98% sulfuric acid and stirring the mixture under heating at 100° C. for 2 hours. The resulting reaction solution was analyzed by gas chromatography and found to contain 66.2% target 3,3,3-trifluoropropionaldehyde, 1% (1E) 1-benzyloxy-3,3,3-trifluoropropene, 0.4% (1Z) 1-benzyloxy-3,3,3-trifluoropropene and 1.4% 1,1,1-trifluoro-3,3-dibenzyloxypropane. After replacing the reflux condenser with a distillation column and a receiver flask, the reaction solution was subjected to distillation to obtain the target 3,3,3-trifluoropropionaldehyde as a distillate fraction of boiling point 55 to 57° C. (yield amount: 10 g, yield rate: 53.9%, purity: 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544844B2
Source datasetuspto-grants-2009_06
ORD IDord-210e41d1b3ce4ce5a40f6d8bcc69d809
Source noteuspto-grants-2009_06