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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404213Generated: October 26, 2026

Homoallyl bromide → Ethyl 2-methyl-2-(methylsulfonyl)hex-5-enoate

https://huagongshe.com/reaction/404213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHomoallyl bromideHCID 21241—
ReactantEthyl 2-(methylsulfonyl)propanoateHCID 10511577—
ReactantEthyl 2-methyl-2-(methylsulfonyl)hex-5-ynoateHCID 86709146—
ProductEthyl 2-methyl-2-(methylsulfonyl)hex-5-enoateHCID 8670914746%

Reaction Steps

The title compound (8.0 g, 46%) was prepared from ethyl 2-(methylsulfonyl)propanoate (13.3 g, 74.1 mmol) and 4-bromobut-1-ene (10.0 g, 74.1 mmol) by following the procedure described for the synthesis of ethyl 2-methyl-2-(methylsulfonyl)hex-5-ynoate (Preparation 1, Step B). MS (GCMS) m/z 235 (M+1). 1H NMR (400 MHz, CHLOROFORM-d) δ1.33 (t, J=7.17 Hz, 3H) 1.63 (s, 3H) 1.91-2.08 (m, 2H) 2.13-2.29 (m, 1H) 2.32 (d, J=7.51 Hz, 1H) 3.05 (s, 3H) 4.29 (q, J=7.06 Hz, 2H) 4.95-5.16 (m, 2H) 5.67-5.93 (m, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748466B2
Source datasetuspto-grants-2014_06
ORD IDord-80dc8dfbebb548288036b941efa36042
Source noteuspto-grants-2014_06