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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 268429Generated: November 1, 2026

Tetrahydrofuran → (+/-)-6-Acetoxy-2,5,7,8-tetramethylchroman-2-carboxaldehyde

https://huagongshe.com/reaction/268429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant6-Acetoxy-2,5,7,8-tetramethyl-2-cyanochromaneHCID 14415675—
ReactantDiisobutylaluminumhydrideHCID 21225700—
Product(+/-)-6-Acetoxy-2,5,7,8-tetramethylchroman-2-carboxaldehydeHCID 15818868—

Reaction Steps

(±)-6-acetoxy-2-cyano-2,5,7,8-tetramethylchroman was reduced with diisobutylaluminum hydride as described in Example 101, with tetrahydrofuran as reaction solvent. TLC of the crude product indicated that it was partially deacetylated. The material was thus reacetylated by the process described in Example 2 to give (±)-6-acetoxy-2,5,7,8-tetramethylchroman-2-carboxaldehyde as a white solid, m.p. 88°-90°, from 30°-60° petroleum ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03947473
Source datasetuspto-grants-1976_03
ORD IDord-efaa266f25fb4649907605182e398c8f
Source noteuspto-grants-1976_03