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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | DiiSopropyl ((1-((trityloxy)methyl)cyclopropoxy)methyl)phosphonate | HCID 11511792 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | DiiSopropyl ((1-(hydroxymethyl)cyclopropoxy)methyl)phosphonate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07795463B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-2e2c89349ad344ed9d32292baae08ec1 |
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| Source note | uspto-grants-2010_09 |
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