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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433352Generated: October 25, 2026

Hydrochloric Acid → 5-Amino-5,7-dihydro-6H-dibenzo[a,c]cyclohepten-6ol Hydrochloride

https://huagongshe.com/reaction/433352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantButyl nitriteHCID 10996—
Reactant6H-Dibenzo(a,c)cyclohepten-6-one, 5,7-dihydro-HCID 14351—
SolventDiethyl EtherHCID 3283—
Product5-Amino-5,7-dihydro-6H-dibenzo[a,c]cyclohepten-6ol HydrochlorideHCID 22312190—

Reaction Conditions

Temperature0 °C

Reaction Steps

A round bottom flask was charged with 5,7-dihydro-6H-dibenzo[a,c]cyclohepten-6-one (1.0 g, 4.81 mmol)(CAS#1139-82-8, prepared as described in Tetrahedron Letters, Vol. 28, No. 23, (1987), pp 2633-2636) and butyl nitrite (0.673 ml, 5.77 mmol) (Aldrich) in Et2O. The solution was cooled to 0° C. and treated drop-wise with a saturated solution of HCl(g)/Et2O. After 5 h at 0° C. the resulting precipitate was filtered, rinsed with cold Et2O and vacuum dried to give the title compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667305B1
Source datasetuspto-grants-2003_12
ORD IDord-1f3ade81d5044bbf9c3a4d0d60757508
Source noteuspto-grants-2003_12