Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404108Generated: October 27, 2026

Dichloromethane → HCID 178451617, compound

https://huagongshe.com/reaction/2404108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCesium carbonateHCID 10796—
ReactantN-Boc-5-HydroxyindolineHCID 10657398—
ReactantMethanesulfonic acid 4-tert-butyl-cyclohexyl esterHCID 11128255—
Solventtert-ButanolHCID 6386—
SolventMethyl Ethyl KetoneHCID 6569—
ProductHCID 178451617HCID 178451617100%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-hydroxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (0.6 g, 2.6 mmol) in tert-butyl alcohol (8 mL) and 2-butanone (4 mL) was added cesium carbonate (2.5 g, 7.7 mmol) followed by methanesulfonic acid 4-tert-butyl-cyclohexyl ester (1.9 g, 7.7 mmol). The mixture was heated in a sealed vial at 100° C. over night to form precipitate. The mixture was treated with dichloromethane and the precipitate was filtered off and the solvent was concentrated. The residue was purified with a silica gel column eluted with ethyl acetate in hexanes from 0 to 30% to give precipitate (0.96 g, yield: 100%). ESI-MS: 373.30 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802659B2
Source datasetuspto-grants-2014_08
ORD IDord-40a549e30c374823b26ae95f9deb8eee
Source noteuspto-grants-2014_08