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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053400Generated: October 30, 2026

Acetaldehyde → HCID 11586634, compound

https://huagongshe.com/reaction/2053400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetaldehydeHCID 177—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 16115994HCID 16115994—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 11586634HCID 11586634100%

Reaction Steps

2450 ml n-BuLi solution, 1.6 M, in hexane is added dropwise to a 650 g solution (3.566 mol) of (RS)-2-{[(S)-2-methylpent-4-in-1-yl]oxy}-3,4,5,6-tetrahydro-2H-pyrane (prepared in accordance with Ireland, Robert E. et al., Tetrahedron, 1997, 53, 39, 13221-13256.) in 325 ml of THF at −10° C. A solution of 310 g acetaldehyde in 1200 ml THF is then added dropwise. After 30 min., 3250 ml MTBE (methyl-tert.butylether) is added and 3250 ml 10% aq NH4Cl is added and further stirred for 10 min. The organic phase is washed twice with 1300 ml H2O each and concentrated in vacuo to dryness. 930 g of product is obtained. The obtained product is directly used in the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326798B2
Source datasetuspto-grants-2008_02
ORD IDord-56cd874ea3be474793571d18521fda7d
Source noteuspto-grants-2008_02