HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → (R)-3-(2-Methylpropylsulfonamido)-2,3-dihydro-1H-indene-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | (R)-Methyl 3-(2-methylpropylsulfonamido)-2,3-dihydro-1H-indene-5-carboxylate | HCID 66798976 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | (R)-3-(2-Methylpropylsulfonamido)-2,3-dihydro-1H-indene-5-carboxylic acid | HCID 66798553 | — |
Reaction Steps
LiOH.H2O (200 mg, 4.8 mmol, 3 eq) in water (3 ml) was added dropwise to a cooled (0° C.) solution of (R)-methyl 3-(2-methylpropylsulfonamido)-2,3-dihydro-1H-indene-5-carboxylate (C-03) (500 mg, 1.6 mmol, 1 eq) in MeOH:THF (1:1, 12 ml), and stirring was carried out for 6 h at RT. After monitoring by thin-layer chromatography, the reaction solution was concentrated under reduced pressure and the residue was taken up in water (50 ml), adjusted to pH 2 with 2M HCl solution and extracted with dichloromethane (2×80 ml). The combined organic phases were washed with sat. NaCl solution (40 ml), dried over sodium sulfate and concentrated and dried under reduced pressure. Yield: 450 mg
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680159B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-bb8b4f7cb71344fa91a2f560e58ba37c |
| Source note | uspto-grants-2014_03 |