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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261507Generated: November 2, 2026

Methyl isobutyrate → HCID 16062603, compound

https://huagongshe.com/reaction/2261507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl isobutyrateHCID 11039—
ReactantLithium diisopropylamideHCID 2724682—
ReactantHCID 13117945HCID 13117945—
SolventTetrahydrofuranHCID 8028—
ProductHCID 16062603HCID 1606260346.9%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A 2.86 g quantity (28 mmole) of methyl isobutyrate was dissolved in 25 ml of THF, and the mixture was chilled to −78° C. under argon atmosphere. To the mixture was slowly added dropwise 14.0 ml (28 mmole) of lithium diisopropylamide (Aldrich Corp., 2.0M heptane.THF.ethylbenzene solution) over a period of 10 minutes. The reaction mixture was gradually heated (one hour) and thereto was added dropwise a solution of 8.9 g of dimethylbismuthanyl bromide prepared in Preparation Example 2 in 25 ml of THF between −40° C. and −30° C. The reaction mixture was further stirred until reached to 0° C. (one hour). After the solids were filtrated with quartz wool and THF was removed in a vacuum, the reaction mixture was distilled in a vacuum, giving 4.45 g (yield 46.7%) of a yellow oily product. b.p. 59° C./2.0 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07847043B2
Source datasetuspto-grants-2010_12
ORD IDord-739177a449494a5894dbc53345ed4a0b
Source noteuspto-grants-2010_12