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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592355Generated: November 1, 2026

Acetic Acid → HCID 58997665, compound

https://huagongshe.com/reaction/1592355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDiethyl EtherHCID 3283—
ReactantHCID 58997648HCID 58997648—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
ProductHCID 58997665HCID 58997665—

Reaction Steps

Pd(OH)2 was carefully wetted down under N2 with 5 mL of MeOH then the product of Step f (0.95 g) dissolved in 5 mL of MeOH was added followed by 5 mL of HOAc. The mixture was hydrogenated overnight on a Parr shaker at 50 psi. Worked up by filtering off the catalyst under N2 through a fiberglass filter paper and vacuum. The filtrate was stripped to obtain white glass. To white glass was added Et2O/saturated NaHCO3 (25 mL) The layers were separated. The aqueous was basified further with 1N NaOH to pH=12 and extracted 3 times with Et2O. The Et2O extracts from the 1N NaOH layer were combined, dried (Na2SO4) and stripped to give 0.40 g of and amber oil as product. MS (ESI) detects (M+H)+=269.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291744B2
Source datasetuspto-grants-2007_11
ORD IDord-1411dd38f67542fb9b8f9194f23935e8
Source noteuspto-grants-2007_11