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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121931Generated: November 3, 2026

Methanol → HCID 73855097, compound

https://huagongshe.com/reaction/2121931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
ReactantHCID 3837531HCID 3837531—
SolventDichloromethaneHCID 6344—
ProductHCID 73855097HCID 7385509758.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a suspension of the product of Example 56 (1.06 g, 2 mmol) in DCM (10 mL) was added BBr3 (1.0 M in DCM, 2 mL) dropwise at −78° C. It was warmed to 20° C. slowly and the suspension was stirred for 72 h at 20° C. under N2. MeOH was added to decompose BBr3 at 0° C. Solvent was removed to give a crude, which was purified by chromatography on silica gel eluting with MeOH-DCM (2.5:97.5) to afford the title compound (0.6 g). 1H-NMR indicated one isomer. 1H-NMR (DMSO-d6): δ 9.66 (1H, s), 7.35 (1H, d), 7.13-7.24 (5H, m), 6.99 (1H, d), 6.60 (1H, d), 6.53 (1H, dd), 6.46 (1H, d), 4.96 (2H, s), 4.82(1H, t), 3.58 (3H, s), 2.89 (2H, m), 0.84 (3H, t); MS (ESI): 514 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696473B2
Source datasetuspto-grants-2004_02
ORD IDord-c1db3e7ddfa54a90963d3e7d587119d3
Source noteuspto-grants-2004_02