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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896336Generated: November 1, 2026

Sodium hydride → HCID 66753905, compound

https://huagongshe.com/reaction/1896336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(Cyclopropylmethoxy)-3-methoxybenzaldehydeHCID 43560407—
ReactantHCID 87135491HCID 87135491—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 66753905HCID 66753905—

Reaction Steps

A stirred suspension of Step 2 intermediate (1.0 g, 2.00 mmol) in dry DMSO (12 ml) was treated with NaH (89 mg, 2.240 mmol) and 2-(cyclopropylmethoxy)-3-methoxybenzaldehyde (462 mg, 2.240 mmol) according to the procedure described in Step 3, Intermediate 2 to yield a crude solid which was purified by column chromatography using 2% ethyl acetate in DCM to afford 600 mg of the desired compound as an off-white solid: 1H NMR (300 MHz, DMSO-d6) δ 0.32-0.35 (m, 2H), 0.54-0.58 (m, 2H), 1.15-1.21 (m, 1H), 2.26 (s, 3H), 2.59 (s, 3H), 3.73-3.75 (m, 2H), 3.79 (s, 3H), 6.13 (s, 1H), 6.99-7.00 (m, 3H), 7.29-7.31 (m, 1H), 8.03 (d, J=16.2 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518955B2
Source datasetuspto-grants-2013_08
ORD IDord-dd74018a4fdc489791ea3ff37e9e3e2f
Source noteuspto-grants-2013_08