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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495293Generated: October 28, 2026

Ammonia → HCID 23147011, compound

https://huagongshe.com/reaction/495293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 23147585HCID 23147585—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23147011HCID 2314701145%

Reaction Steps

In the same manner as in Example 118, 1-{4,6-bis(methoxycarbonyloxy)-2-[2-(2-methoxyethoxy)ethyl]-3-(3-methylphenyl)phenyl}ethanone was obtained from Compound 139 (410 mg, 1.2 mmol) obtained in Example 139, 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 4-ethyl-1,5-bis(methoxycarbonyloxy)-3-[2-(2-methoxyethoxy)ethyl]-2-(3-methylphenyl)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 149 (180 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538241B2
Source datasetuspto-grants-2009_05
ORD IDord-cfb7a3c1cac349ba810a364b600b0c29
Source noteuspto-grants-2009_05