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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 569913Generated: October 25, 2026

Acetyl chloride → 5-acetyl-1-benzyl-1,5,6,7-tetrahydro-4H-indazol-4one

https://huagongshe.com/reaction/569913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant1-benzyl-1,5,6,7-tetrahydro-4H-indazol-4-oneHCID 4738558—
SolventTetrahydrofuranHCID 8028—
Product5-acetyl-1-benzyl-1,5,6,7-tetrahydro-4H-indazol-4oneHCID 20146599—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 321 ml of 1.0 N lithium bis(trimethylsilyl)amide in 350 ml of anhydrous tetrahydrofuran maintained at -78° C, there was added dropwise a solution of 33 g of 1-benzyl-1,5,6,7-tetrahydro-4H-indazol-4-one in 150 ml of anhydrous tetrahydrofuran. The mixture was stirred at -78° C. for 10 minutes and then a solution of 11.4 g of acetyl chloride in 120 ml of anhydrous tetrahydrofuran was added. The reaction mixture was worked up in the same manner as described in the first paragraph of this example to give 5-acetyl-1-benzyl-1,5,6,7-tetrahydro-4H-indazol-4one as a yellow oil which crystallized on standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04734430
Source datasetuspto-grants-1988_03
ORD IDord-afb6b5bd28ab4ea1a90faca3d28848bf
Source noteuspto-grants-1988_03