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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 462586Generated: October 30, 2026

Dimethylformamide → 6-Benzyloxy-2-(dimethoxymethyl)-2,5,7,8-tetramethyl-chroman

https://huagongshe.com/reaction/462586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantSodium CarbonateHCID 10340—
Reactant2-(Dimethoxymethyl)-6-hydroxy-2,5,7,8-tetramethyl-chromanHCID 13051542—
SolventWaterHCID 962—
Product6-Benzyloxy-2-(dimethoxymethyl)-2,5,7,8-tetramethyl-chromanHCID 13051543—

Reaction Steps

1.47 g (5.25 mmoles) of the chroman obtained in Example 8 were heated at 100° C. with 3.2 g of benzyl bromide, 1.5 g of Na2CO3 and 7 ml of dimethylformamide for 13 hours, and water was then added. This mixture was extracted with heptane, after which the crude product obtained from the extract phase was chromatographed on 50 g of silica gel using a mixture of 1 part by volume of ether and 2 parts by volume of heptane. The following fractions were obtained: F1=1.28 g; F2 (mixed fraction)=0.13 g; F3 (starting material)=0.23 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04515975
Source datasetuspto-grants-1985_05
ORD IDord-2794d63136934f48b433fcb63b2bc159
Source noteuspto-grants-1985_05