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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495295Generated: October 29, 2026

Ammonia → HCID 23146899, compound

https://huagongshe.com/reaction/495295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 23147180HCID 23147180—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23146899HCID 2314689924%

Reaction Steps

In the same manner as in Example 118, 1-{3-(3-hydroxyphenyl)-2-[2-(2-methoxyethoxy)ethyl]-4,6-bis(methoxycarbonyloxy)phenyl]ethanone was obtained from Compound 165 (320 mg, 0.92 mmol) obtained in Example 165, using methyl chlorocarbonate (0.2 mL, 2.6 mmol), triethylamine (0.4 mL, 2.9 mmol) and tetrahydrofuran (10 mL); and from the resulting compound, obtained was 4-ethyl-2-(3-hydroxyphenyl)-3-[2-(2-methoxyethoxy)ethyl]-1,5-bis(methoxycarbonyloxy)benzene, 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 166 (72 mg, 24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538241B2
Source datasetuspto-grants-2009_05
ORD IDord-4d79083ce4b74639aa020dc6eb3ab821
Source noteuspto-grants-2009_05