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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258168Generated: October 26, 2026

Water → (1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-ylamine

https://huagongshe.com/reaction/1258168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant1-Amino-2-indanol, trans-(-)-HCID 6931154—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-ylamineHCID 58450870—

Reaction Steps

(1R,2R)-1-amino-2-indanol (2.00 g) is suspended in 20 mL DCM and combined with triethylamine (3.61 mL) as well as DMAP (0.32 g). Then tert-butyldimethylchlorosilane (4.04 g in 2 mL CH2Cl2) is added. The reaction mixture is stirred for 16 h at RT and, once the reaction is complete, it is mixed with water, extracted with CH2Cl2 and the organic phase is freed from the solvent using the rotary evaporator. The residue is taken up in MeOH and isolate is added. After elimination of the solvent once again the mixture is purified by normal phase chromatography (CH2Cl2/EA). The product-containing fractions are combined and freed from the solvent using the rotary evaporator.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466155B2
Source datasetuspto-grants-2013_06
ORD IDord-fd26d58fbd7d4ae9be9f1638420cb9f7
Source noteuspto-grants-2013_06