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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908449Generated: October 27, 2026

Diazomethane → Methyl 2,2-dimethylbut-3-ynoate

https://huagongshe.com/reaction/1908449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant2,2-Dimethylbut-3-ynoic acidHCID 13905647—
SolventDiethyl EtherHCID 3283—
ProductMethyl 2,2-dimethylbut-3-ynoateHCID 15186997118.4%

Reaction Steps

To a solution of diazomethane (˜10 g) in ether (400 mL) was added dropwise 2,2-dimethyl-but-3-ynoic acid (10.5 g, 93.7 mmol) at 0° C. The mixture was warmed to room temperature and stirred overnight. The mixture was distilled under atmospheric pressure to give crude methyl 2,2-dimethylbut-3-ynoate (14 g), which was used directly in the next step. 1H NMR (400 MHz, CDCl3) δ 3.76 (s, 3H), 2.28 (s, 1H), 1.50 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598181B2
Source datasetuspto-grants-2013_12
ORD IDord-2a78e84fba0a41a7aa1891b99c582dbd
Source noteuspto-grants-2013_12