HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854663Generated: October 31, 2026
Water → Tert-butyl 2-[cis-3-hydroxymethylcyclohexylmethoxy]-2-methylpropionate
https://huagongshe.com/reaction/854663
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | Tert-butyl 2-[cis-3-(tert-butyldimethylsilanyloxymethyl)cyclohexylmethoxy]-2-methylpropionate | HCID 131726568 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 2-[cis-3-hydroxymethylcyclohexylmethoxy]-2-methylpropionate | HCID 57682955 | 45.1% |
Reaction Steps
4.5 g of tert-butyl 2-[cis-3-(tert-butyidimethylsilanyloxymethyl)cyclohexyl-methoxy]-2-methylpropionate (synthesis analogously to tert-butyl 2-[cis-3-(tert-butyldimethylsilanyloxymethyl)cyclohexylmethoxy]-2-methylpropionate in Example 55) are dissolved in 85 ml of THF, 2.24 g of TBAF trihydrate are added and the mixture is stirred at 60° C. for 90 min. Water and MTBE are added, the phases are separated and the organic phase is dried over MgSO4 and concentrated. The residue is chromatographed on silica gel (heptane/ethyl acetate 1:1), which gives 1.45 g of tert-butyl 2-[cis-3-hydroxymethylcyclohexylmethoxy]-2-methylpropionate. C16H30O4 (286.42), MS (ESI): 287 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07259177B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-54b1152ae3c040b1a3eab6de9a3ac3de |
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| Source note | uspto-grants-2007_08 |
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