HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 1-Amino-2-indanol, trans-(-)- | HCID 6931154 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-ylamine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466155B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-fd26d58fbd7d4ae9be9f1638420cb9f7 |
| Source note | uspto-grants-2013_06 |