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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406795Generated: October 25, 2026

Methyl morpholine oxide → 3-Chloro-1-benzothiophene-2-carbaldehyde

https://huagongshe.com/reaction/406795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant(3-Chloro-1-benzothien-2-yl)methanolHCID 821965—
CatalystHCID 178419074HCID 178419074—
SolventDichloromethaneHCID 6344—
Product3-Chloro-1-benzothiophene-2-carbaldehydeHCID 81812184.7%

Reaction Steps

A solution of alcohol 12 (4.32 g, 21.6 mmol) in 40 mL of CH2Cl2 was treated with 4A molecular sieves, NMO (3.81 g, 32.5 mmol), and TPAP (381 mg, 1.08 mmol). The reaction was stirred for 10 min. and then was evaporated to dryness. Purification by flash chromatography on silica gel (2% ethyl acetate/hexane) gave 3.52 g (18.3 mmol, 84%) of the aldehyde (13).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754122B2
Source datasetuspto-grants-2014_06
ORD IDord-1a7ba306a4944da791246b5d6332cddc
Source noteuspto-grants-2014_06