METHYL (5-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL)ACETATE
- Product Name
- METHYL (5-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL)ACETATE
- CAS No.
- 856169-08-9
- Chemical Name
- METHYL (5-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL)ACETATE
- Synonyms
- 2-(5-hydroxyindan-1-yl)acetate;Methyl 2-(5-hydroxyindan-1-yl)acetate;METHYL (5-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL)ACETATE;Methyl 2-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)acetate;1H-Indene-1-acetic acid, 2,3-dihydro-5-hydroxy-, methyl ester
- CBNumber
- CB92455867
- Molecular Formula
- C12H14O3
- Formula Weight
- 206.24
- MOL File
- 856169-08-9.mol
METHYL (5-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL)ACETATE Property
- Boiling point:
- 339.0±35.0 °C(Predicted)
- Density
- 1.181±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 10.25±0.40(Predicted)
N-Bromosuccinimide Price
- Product number
- M780498
- Product name
- Methyl2-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)acetate
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CD12023641
- Product name
- Methyl2-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)acetate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $228
- Updated
- 2021/12/16
- Product number
- CD12023641
- Product name
- Methyl2-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)acetate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $568
- Updated
- 2021/12/16
- Product number
- 856169089
- Product name
- Methyl2-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)acetate
- Packaging
- 1g
- Price
- $667.08
- Updated
- 2021/12/16
- Product number
- A746290
- Product name
- Methyl2-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)acetate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $822
- Updated
- 2021/12/16
METHYL (5-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL)ACETATE Chemical Properties,Usage,Production
Synthesis
1187199-58-1
856169-08-9
The general procedure for the synthesis of methyl 2-(5-hydroxy-1-indenyl)acetate from the compound (CAS: 1187199-58-1) is as follows: 1. a mixture of methyl 2-(5-(benzyloxy)-2,3-dihydroinden-1-ylidene)acetate (5.3, 3.44 g, 11.7 mmol) with Pd-C (1.38 g, 11.7 mmol) in methanol (35 mL) was stirred for 3 hours under hydrogen atmosphere. 2. Upon completion of the reaction, the mixture was filtered through silica gel to remove the Pd-C catalyst. 3. After the solvent was removed under pressure, the residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, 1:2) to afford the racemic product in 47% yield. 4. Separation of the racemic product using a chiral column (OD column, eluent: 4% isopropanol/hexane) afforded (R)-2-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)methyl acetate (31.1, 0.324 g, retention time: 23.9 min, >99% ee) and (S)-2-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)acetic acid (31.1, 0.324 g, retention time: 23.9 min, >99% ee). -yl)acetic acid methyl ester (31.2, 0.315 g, retention time: 30.4 min, >99% ee). For the steps of Synthesis 5.4: 1. a mixture of methyl 2-(5-(benzyloxy)-2,3-dihydroinden-1-ylidene)acetate (5.3, 3.44 g, 11.7 mmol) with Pd-C (1.38 g, 11.7 mmol) in methanol (35 mL) was stirred for 3 hours under hydrogen atmosphere. 2. Upon completion of the reaction, the mixture was filtered through silica gel to remove the Pd-C catalyst. 3. After the solvent was removed under pressure, the residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, 1:2) to afford the racemic product in 47% yield. 4. Separation of the racemic product using a chiral column (OD column, eluent: 4% isopropanol/hexane) gave 5.4 (>99% ee).
References
[1] Patent: WO2009/111056, 2009, A1. Location in patent: Page/Page column 273; 318
METHYL (5-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL)ACETATE Preparation Products And Raw materials
Raw materials
Preparation Products
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