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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42850Generated: October 28, 2026

Methanol → HCID 131730006, compound

https://huagongshe.com/reaction/42850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantNitrogenHCID 947—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantHCID 131730007HCID 131730007—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 131730006HCID 131730006—

Reaction Conditions

Temperature-78 °C

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole-4-carboxylic acid ethyl ester (283 mg, 0.99 mmol) in CH2Cl2 (5.0 mL) was treated at −78° C. with DiBAL (1.85 mL of a 1M sol in toluene, 1.85 mmol) and the reaction mixture was stirred for 1 h at −78° C. MeOH (70 μL) and H2O (100 μL) were added and the reaction mixture was allowed to warm to rt. The reaction mixture was filtered, and the solvent removed under reduced pressure to give the title compound as a colorless oil. TLC:rf (1:1 hept-EA)=0.61. LC-MS-conditions 02: tR=1.03 min; [M+H2O+H]+=260.50.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536209B2
Source datasetuspto-grants-2013_09
ORD IDord-f3280cacb6ff45c68cdc023e8a0a3857
Source noteuspto-grants-2013_09