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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495292Generated: October 30, 2026

Ammonia → HCID 86613499, compound

https://huagongshe.com/reaction/495292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86613500HCID 86613500—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86613499HCID 8661349955%

Reaction Steps

In the same manner as in Example 118, methyl 2-acetyl-3,5-bis(methoxycarbonyloxy)-6-(3-methoxyphenyl)phenylacetate was obtained from methyl 2-acetyl-3,5-dihydroxy-6-(3-methoxyphenyl)phenylacetate (320 mg, 0.97 mmol) obtained in the above, using methyl chlorocarbonate (0.2 mL, 2.6 mmol), triethylamine (0.4 mL, 2.9 mmol) and tetrahydrofuran (5.0 mL); and from the resulting compound, obtained was methyl 2-ethyl-3,5-bis(methoxycarbonyloxy)-6-(3-methoxyphenyl)phenylacetate, using sodium borohydride (210 mg, 5.5 mmol), water (3.0 mL) and tetrahydrofuran (5.0 mL). Then, the resulting compound was treated with methanol solution (5.0 mL) of 7 mmol/L ammonia to obtain Compound 142 (170 mg, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538241B2
Source datasetuspto-grants-2009_05
ORD IDord-bcd6cf9a530c4b9e8852353e12b57c94
Source noteuspto-grants-2009_05