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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873727Generated: October 30, 2026

Methanol → (3,3-Dimethoxy-1-vinylcyclobutyl)methanol

https://huagongshe.com/reaction/873727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantMethyl 3,3-dimethoxy-1-vinylcyclobutanecarboxylateHCID 86724271—
SolventTetrahydrofuranHCID 8028—
Product(3,3-Dimethoxy-1-vinylcyclobutyl)methanolHCID 8672427081.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of methyl 3,3-dimethoxy-1-vinylcyclobutanecarboxylate (2.02 g, 10.09 mmol) in THF (20 mL) was added DIBAL-H (1.04M in toluene, 29 mL, 30.16 mmol) at 0° C. under argon, and the mixture was stirred for 30 minutes at 0° C. To the mixture was carefully added MeOH (29 mL) and Na2SO4.10H2O (29 g), and the mixture was stirred overnight. The mixture was filtered and evaporated under reduced pressure. And the residue was diluted with hexane/EtOAc=1:1 and filtrated through the pad of silica gel and concentrated in vacuo to give (3,3-dimethoxy-1-vinylcyclobutyl)methanol (1.42 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975415B2
Source datasetuspto-grants-2015_03
ORD IDord-06e198e7603f4d17ac1d6d4a422eaf0b
Source noteuspto-grants-2015_03