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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547956Generated: October 31, 2026

Water → HCID 59841556, compound

https://huagongshe.com/reaction/547956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantLysergolHCID 14987—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventDimethylformamideHCID 6228—
ProductHCID 59841556HCID 5984155696.6%

Reaction Steps

Tert-butyldimethylsilyl chloride (TBS-Cl, 19.6 g) is added into a mixture of Lysergol (30 g) and triethylamine (16.7 g) in N,N-dimethylformamide (150 mL) and the mixture is stirred at room temperature for 2-3 h. The mixture is cooled and water (240 mL) is added. The resulting suspension is stirred for an additional 2 h and then filtered and washed with water. The product is dried under vacuum to give 42 g of 8β-(tert-butyldimethylsiloxymethyl)-9,10-didehydro-6-methyl-ergoline in 96.5% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939665B2
Source datasetuspto-grants-2011_05
ORD IDord-52a40d20c789440bb37639adfcd824c3
Source noteuspto-grants-2011_05