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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172347Generated: November 3, 2026

Acetic Acid → HCID 11974441, compound

https://huagongshe.com/reaction/1172347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTrimethylsilyldiazomethaneHCID 167693—
ReactantHCID 68769741HCID 68769741—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 11974441HCID 11974441—

Reaction Steps

A solution of Example 39A (510 mg) was dissolved in methanol (1 mL) and CH2Cl2 (1 mL), and then (trimethylsilyl)diazomethane solution (0.4 mL, 2M in ether) was added. After ten minutes, acetic acid (0.2 mL) was added. The mixture was concentrated, filtered through a silica gel plug, and purified by chromatography (Column: Chiralcel AD, Mobile Phase: hexane/ethanol/methanol=95/2.5/2.5) to give the title compound. 1H NMR (500 MHz, CDCl3) δ ppm 1.31 (s, 9H), 2.18-2.28 (m, 1H), 2.41-2.50 (m, 1H), 2.57-2.67 (m, 1H), 2.86 (d, J=16.48 Hz, 1H), 3.10-3.18 (m, 1H), 3.76 (s, 3H), 4.02 (s, 1H), 4.37 (d, J=7.63 Hz, 1H), 6.86-6.94 (m, 1H), 6.99 (s, 1H), 7.11 (s, 1H). MS (DCI) m/z 403 (M+NH4)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834012B2
Source datasetuspto-grants-2010_11
ORD IDord-d9ef3a3810dc4c279dc786ac08d96085
Source noteuspto-grants-2010_11