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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118825Generated: October 26, 2026

Diethyl Ether → 8-Methoxychromane-6-carbaldehyde

https://huagongshe.com/reaction/2118825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDimethylformamideHCID 6228—
ReactantBromo-methoxy-chromanHCID 20193557—
ReactantButyllithiumHCID 178418339—
SolventDiisopropyl EtherHCID 7914—
Product8-Methoxychromane-6-carbaldehydeHCID 1283198351%

Reaction Conditions

Temperature-50 °C

Reaction Steps

The procedure is as according to the method described for preparation III, but maintaining the temperature at -50° C. From 186 g (7.7×10-1M) of bromo-methoxy-chroman Ib2 in 500 cm3 of anhydrous ether and 7.7×10-1M of n-butyllithium in 650 cm3 of anhydrous ether, and after addition of 78 g (1.1M) of N,N-dimethylformamide in 200 cm3 of anhydrous ether and recrystallisation in isopropyl ether, 75 g (yield=51%) of expected compound are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04680411
Source datasetuspto-grants-1987_07
ORD IDord-7bd04b9411524ac1a93fde216abe0d4a
Source noteuspto-grants-1987_07