Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855317Generated: October 29, 2026

Dimethylformamide → HCID 22259691, compound

https://huagongshe.com/reaction/855317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-CyclopropylbenzaldehydeHCID 11506474—
Reactant4-Bromo-1-tert-butyl-2-chlorobenzeneHCID 59596512—
ReactantButyllithiumHCID 178418339—
ProductHCID 22259691HCID 2225969182%

Reaction Steps

The title compound was synthesized in analogy to 4-cyclopropyl benzaldehyde (described in example S53) using 4-bromo-1-tert-butyl-2-chloro-benzene (200 mg, 0.81 mmol), nBuLi (0.66 ml, 1.6M solution in hexane, 1.05 mmol) and DMF (251 μl, 3.23 mmol). The isolated residue was purified by flash column chromatography (1:9 ether:pentane) to give 4-tert-butyl-3-chloro-benzaldehyde (130 mg, 82%) as a colorless liquid. 1H NMR (CDCl3, 300 MHz): δ 9.94 (s, 1H), 7.85 (d, J=2 Hz, 1H), 7.70 (dd, J=2 and 8 Hz, 1H), 7.60 (d, J=8.0 Hz, 1H), 1.51 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259183B2
Source datasetuspto-grants-2007_08
ORD IDord-5041c2ae980145c2baa2c3f762bc3b54
Source noteuspto-grants-2007_08