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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090568Generated: November 3, 2026

Methylamine → (1S,2S)-6-fluoro-1-isopropyl-2-(2-methylamino-ethyl)-1,2,3,4-tetrahydro-naphthalen-2-ol

https://huagongshe.com/reaction/2090568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant(1S,2S)-6-fluoro-1-isopropyl-2-[2-(4-toluenesulfonyloxy)ethyl]-1,2,3,4-tetrahydronaphthalene-2-olHCID 86657121—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
Product(1S,2S)-6-fluoro-1-isopropyl-2-(2-methylamino-ethyl)-1,2,3,4-tetrahydro-naphthalen-2-olHCID 67337722—

Reaction Conditions

Temperature40 °C

Reaction Steps

8 g of toluene-4-sulfonic acid 2-((1S,2S)-6-fluoro-2-hydroxy-1-isopropyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-ethyl ester were dissolved in a 8 M solution of MeNH2 in EtOH (100 mL). The mixture was stirred overnight in at 40° C., diluted with DCM and washed with sat.-NaHCO3. The organic phase was dried over anh. Na2SO4 and concentrated to give 5.29 g of (1S,2S)-6-fluoro-1-isopropyl-2-(2-methylamino-ethyl)-1,2,3,4-tetrahydro-naphthalen-2-ol as beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436205B2
Source datasetuspto-grants-2013_05
ORD IDord-3ea67aad68214b67ad40170b07a7f341
Source noteuspto-grants-2013_05