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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174170Generated: October 30, 2026

Methanol → HCID 178441203, compound

https://huagongshe.com/reaction/2174170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantFormamidine acetateHCID 160693—
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 4,4-dimethyl-2-oxopentanoateHCID 13353652—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductHCID 178441203HCID 17844120349%

Reaction Steps

First, 7.2 g of formamidine acetate, 7.5 g of sodium methoxide, and 70 mL of methanol were put in a 100 mL three-neck flask. Then, 10 g of methyl 4,4-dimethyloxovalerate was added to this mixed solution. The mixture was stirred at room temperature for 24 hours. After a predetermined time elapsed, a mixed solution of 17 mL of water and 7.2 mL of acetic acid was added to the mixture, and the mixture was stirred at room temperature. This mixture was condensed, and the given residue was dissolved in water. The solution was subjected to extraction with ethyl acetate. The obtained solution of the extract was washed with saturated brine, and anhydrate magnesium sulfate was added to the organic layer for drying. The obtained mixture was subjected to gravity filtration, and the filtrate was condensed to give a solid. This solid was washed with ethyl acetate to give 4-hydroxy-6-tert-butylpyrimidine (white solid, yield of 49%). A synthetic scheme of Step 1 is shown in (b-1) below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09059414B2
Source datasetuspto-grants-2015_06
ORD IDord-570848ed366f45c8b739b9fe439af5f6
Source noteuspto-grants-2015_06