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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2037978Generated: November 3, 2026

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

https://huagongshe.com/reaction/2037978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant2,2-Dimethylbut-3-ynoic acidHCID 13905647—
SolventDiethyl EtherHCID 3283—
ProductMethyl 2,2-dimethylbut-3-ynoateHCID 1518699746.7%

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. 1 H NMR (400 MHz, CDCl3) δ 3.76(s, 3 H), 2.28(s, 1 H), 1.50(s, 6 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575209B2
Source datasetuspto-grants-2013_11
ORD IDord-ca597e20e76b4acaa723e52d15aea4b5
Source noteuspto-grants-2013_11