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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719829Generated: October 29, 2026

Methanethiol → HCID 13557853, compound

https://huagongshe.com/reaction/1719829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanethiolHCID 878—
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant1-Oxaspiro[2.5]oct-5-ene, 2,2,6-trimethyl-HCID 107303—
SolventDimethylacetamideHCID 31374—
ProductHCID 13557853HCID 13557853—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 15.2 g of 2,2,6-trimethyl-1-oxaspiro(2.5)oct-5-ene in 100 ml of N,N-dimethylacetamide was added 4.4 g of 60% sodium hydride. The mixture was cooled to 5°-10° C. and saturated with methyl mercaptan. Stirring was continued while heating the reaction mixture to 100° C. over a two and one-half hour period. After an additional hour at 100° C., the reaction mixture was poured into water and extracted twice with p-pentane. The combined extracts was washed with water, dried and Claisen-distilled to give 15.8 g of the desired product, b.p. 83°-85° C. (0.2 mm).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04542244
Source datasetuspto-grants-1985_09
ORD IDord-eb2b47efa748408f92ce865e691ef411
Source noteuspto-grants-1985_09