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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 256220Generated: November 1, 2026

1,1-Dichloroethane → Dimethyl (1,1-dichloroethyl)boronate

https://huagongshe.com/reaction/256220

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DichloroethaneHCID 6365—
ReactantDiisopropylamineHCID 7912—
ReactantTrimethyl borateHCID 8470—
ReactantDichloromethyldiisopropoxyboraneHCID 4196730—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductDimethyl (1,1-dichloroethyl)boronateHCID 13622134—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A modification of the procedure of Example 1 was followed. 1,1-Dichloroethane (25 ml, 0.30 mol) was used in place of dichloromethane and trimethyl borate (30 ml, 0.265 mol) was used in place of triisopropyl borate. The quantity of diisopropylamine was 40 ml and that of butyllithium was 0.25 mol. A -78° C. cooling bath was used. The yield of (I) (R3 =R7 =R8 =methyl), bp 48° C. (40 Torr), was 27 g, 55% taking into account the 14% THF indicated by NMR analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04701545
Source datasetuspto-grants-1987_10
ORD IDord-a5f90231c57b47dfa91ec47197b5f799
Source noteuspto-grants-1987_10