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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547958Generated: November 2, 2026

Water → HCID 67201523, compound

https://huagongshe.com/reaction/547958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantChlorotriethylsilaneHCID 13819—
ReactantHCID 22803977HCID 22803977—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductHCID 67201523HCID 6720152378.5%

Reaction Steps

Triethylsilyl chloride (TES-Cl, 1.30 g) is added into a mixture of dihydrolysergol (1.47 g), triethylamine (1.74 g) and DMAP (0.14 g) in N,N-dimethylformamide (10 mL) and the mixture is stirred at room temperature. After complete reaction, the mixture is cooled and water (15 mL) is added. The resulted suspension is stirred for an additional 2 h and then filtered and washed with water. The product is dried and recrystallized from dichloromethane/heptanes to give 1.47 g of 8β-(trimethylsiloxymethyl)-9,10-didehydro-6-methyl-ergoline in 70% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939665B2
Source datasetuspto-grants-2011_05
ORD IDord-d2d05cb3f3a649a9ae84ac0a8a347300
Source noteuspto-grants-2011_05