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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635602Generated: November 4, 2026

Toluene → HCID 59883201, compound

https://huagongshe.com/reaction/1635602

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrimethylboroxineHCID 574072—
Reactant(R)-2-amino-2-cyclohexyl-1,1-diphenylethanolHCID 12088879—
ProductHCID 59883201HCID 59883201—

Reaction Steps

A solution of (R)-2-amino-2-cyclohexyl-1,1-diphenylethanol, (2.95 g, 10 mmole) in toluene (34 mL) was distilled to remove (10 mL) of solvent. Additional toluene (17 mL) was added and a further 17 mL of solvent was distilled out. An additional 58 mL of toluene was added and a further 17 mL of solvent was distilled out. A further 17 mL of toluene was added followed by the addition of trimethylboroxine (0.93 mL, 6.68 mmole) at room temperature. The reaction mixture was kept at room temperature for 30 minutes and concentrated to a volume of 10 mL. Toluene (17 mL) was again added and a further 17 mL of distillate was distilled out. Additional toluene (17 mL) was added and the distillation was continued at atmospheric pressure until no more distillate was removed. Dry tetrahydrofuran was added to the residue to give a stock solution of the product (R)-4-cyclohexyl-5,5-diphenyl-2-methoxy-1,3,2-oxazaborolidine (3.2 g) in tetrahydrofuran (30 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06509472B2
Source datasetuspto-grants-2003_01
ORD IDord-baf5b714030f4eb8a4a651cd753a831e
Source noteuspto-grants-2003_01