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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714494Generated: November 2, 2026

Water → DiiSopropyl ((1-(hydroxymethyl)cyclopropoxy)methyl)phosphonate

https://huagongshe.com/reaction/1714494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
ReactantDiiSopropyl ((1-((trityloxy)methyl)cyclopropoxy)methyl)phosphonateHCID 11511792—
SolventAcetoneHCID 180—
ProductDiiSopropyl ((1-(hydroxymethyl)cyclopropoxy)methyl)phosphonateHCID 11608665—

Reaction Steps

The compound of formula (10) obtained in Example 3 (59.15 g, 116.3 mmol) was dissolved in acetone [59.2 ml, 1 ml/g with respect to the compound of formula (10)], H2O (5.9 ml, 327.8 mmol) and TFA (26.52 g, 232.6 mmol) were added, and the mixture was stirred at room temperature. After the portion of the compound of formula (10) was confirmed 7% or less by HPLC, 3N aqueous NaOH solution [75 ml, 2.6 ml/g with respect to the compound of formula (10)] was added thereto, and acetone was removed therefrom by distillation under reduced pressure. The solid produced during the reaction was filtered off, and the filtrate was extracted twice with methylene chloride [118.3 ml×2, 2 ml/g with respect to the compound of formula (10)]. Thus obtained organic layer was concentrated under reduced pressure to give the title compound (2) [31.71 g, Purity 98%, Yield with respect to the compound of formula (10) 102.4%].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795463B2
Source datasetuspto-grants-2010_09
ORD IDord-2e2c89349ad344ed9d32292baae08ec1
Source noteuspto-grants-2010_09