Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596041Generated: October 31, 2026

Phosphoric Acid → HCID 53695575, compound

https://huagongshe.com/reaction/1596041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 53401548HCID 53401548—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53695575HCID 5369557547.2%

Reaction Steps

To a solution of Example 3B (4.66 g, 16.9 mmol) and triethylamine (2.70 mL, 19.4 mmol) in THF (25 mL) at −20° C. was added methyl chloroformate (1.60 mL, 10.3 mmol), and the resulting solution was stirred for 15 minutes. This solution was then added to sodium borohydride (1.92 g, 50.6 mmol) in water (10 mL) at 0° C., stirred at room temperature for 2 hours, acidified with 0.5 M H3PO4, and extracted with ethyl acetate. The ethyl acetate was washed with water, brine, dried (MgSO4), filtered, and concentrated to provide 2.10 g (47%) of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288261B1
Source datasetuspto-grants-2001_09
ORD IDord-d096e638fae44d359c2ff4d63c54cee2
Source noteuspto-grants-2001_09