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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1906885Generated: October 31, 2026

Hydrochloric Acid → N-[2-(Hydroxymethyl)-3,4-dihydro-2H-1-benzopyran-6-yl]acetamide

https://huagongshe.com/reaction/1906885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantN-[3,4-dihydro-2-[[(tetrahydro-2H-pyran-2-yl)oxy]methyl]-2H-1-benzopyran-6-yl]-acetamideHCID 20211054—
SolventWaterHCID 962—
ProductN-[2-(Hydroxymethyl)-3,4-dihydro-2H-1-benzopyran-6-yl]acetamideHCID 2247189774%

Reaction Steps

To a stirred solution of 27 parts of N-[3,4-dihydro-2-[[(tetrahydro-2H-pyran-2-yl)oxy]methyl]-2H-1-benzopyran-6-yl]-acetamide in 240 parts of methanol were added 100 parts of a hydrochloric acid solution 10% in water. The whole was stirred for 30 minutes at room temperature. The reaction mixture was evaporated till all traces of methanol were removed. After cooling, the product was filtered off from the aqueous phase, washed with water and crystallized from acetonitrile. The product was filtered off and dried, yielding 14.4 parts (74%) of N-[3,4-dihydro-2-(hydroxymethyl)-2H-1-benzopyran-6-yl]acetamide; mp. 156.5° C. (intermediate 12).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04654362
Source datasetuspto-grants-1987_03
ORD IDord-90bcded22ed44ceda0a7fd2ec326e645
Source noteuspto-grants-1987_03