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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735657Generated: October 27, 2026

9-Borabicyclo(3.3.1)nonane → 2-(4-Bromo-2-chlorophenyl)ethan-1-ol

https://huagongshe.com/reaction/735657

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9-Borabicyclo(3.3.1)nonaneHCID 78966—
Reactant4-Bromo-2-chloro-1-ethenylbenzeneHCID 57842713—
Reactant2-(4-Bromo-2-methylphenyl)ethanolHCID 57842852—
Product2-(4-Bromo-2-chlorophenyl)ethan-1-olHCID 5784280254%

Reaction Steps

Using a procedure analogous to that used to prepare 30B, 61A (5 g, 23 mmol) was heated in a pressure vessel with 9-BBN at 100° C. for 10 h and worked up as in 30B to yield 61B (2.9 g, 54%) as an oil. 1H NMR (400 MHz, CDCl3) δ ppm 2.95 (t, J=6.59 Hz, 2 H) 3.85 (t, J=6.59 Hz, 2 H) 7.14 (d, J=7.91 Hz, 1 H) 7.33 (dd, J=8.13, 1.98 Hz, 1 H) 7.52 (d, J=2.20 Hz, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592331B2
Source datasetuspto-grants-2009_09
ORD IDord-5934a5e8f54d4467b71a53eb70fc897d
Source noteuspto-grants-2009_09