Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1608410Generated: October 31, 2026

Methanol → HCID 54291643, compound

https://huagongshe.com/reaction/1608410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylboraneHCID 7357—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 54255632HCID 54255632—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54291643HCID 5429164362.2%

Reaction Conditions

Temperature-80 °C

Reaction Steps

The reduction was carried out following the procedure described in Example 9. A solution of 180 mg (0.38 mmole) of ethyl 9,9-bis(4-fluorophenyl)-5-hydroxy-8-(1H-tetrazol-1-yl)-3-oxo-6,8-nonadienoate in 10 mL of tetrahydrofuran at 0° C. was treated with triethylborane (0.9 mL, 1M in tetrahydrofuran). After 2 hrs., the solution was cooled to -80° C. and treated with 30 mg of sodium borohydride followed by 200 μL of methanol. The crude product was purified by silica gel chromatography to yield 111.2 mg (62%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04870187
Source datasetuspto-grants-1989_09
ORD IDord-7229cee7204149b5bd73abaaac7b0b06
Source noteuspto-grants-1989_09