4-(tert-ButyldiMethylsilyloxy)butanal manufacturers
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| | 4-(tert-ButyldiMethylsilyloxy)butanal Basic information | | Synthesis |
| Product Name: | 4-(tert-ButyldiMethylsilyloxy)butanal | | Synonyms: | 4-(tert-ButyldiMethylsilyloxy)butanal;Butanal, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-;4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]butanal;DKFELEX0263;DKSI081;MDS-09-02;4-(tert-Butyldimethylsilyloxy)butyraldehyde;4-(tert-Butyldimethylsilyloxy)butanal - [B3803] | | CAS: | 87184-81-4 | | MF: | C10H22O2Si | | MW: | 202.37 | | EINECS: | | | Product Categories: | | | Mol File: | 87184-81-4.mol |  |
| | 4-(tert-ButyldiMethylsilyloxy)butanal Chemical Properties |
| Boiling point | 225.3±23.0 °C(Predicted) | | density | 0.868±0.06 g/cm3(Predicted) | | storage temp. | -20°C, stored under nitrogen | | Appearance | Colorless to light yellow Liquid |
| | 4-(tert-ButyldiMethylsilyloxy)butanal Usage And Synthesis |
| Synthesis | To a solution of oxalyl chloride (2.1 mL, 24 mmol, 1.2 equivalents) in CH2Cl2 (30 mL) cooled at −78 °C was added dropwise a solution of dimethylsulfoxide (DMSO 3.3 mL, 21 mmol, 1.1 equivalents) in CH2Cl2 (32 mL). After 5 min, a solution of 4-(tert-butyldimethylsilanyloxy)butan-1-ol (4.0 g, 20 mmol, 1.0 equivalents) in CH2Cl2 (26 mL) was added. The reaction mixture was then stirred for 15 min at −78 °C and triethylamine (14.0 mL, 100 mmol, 5.00 equivalents) was added in 1 portion. After 10 min at −78 °C, the mixture was allowed to warm to room temperature and diluted with CH2Cl2 (140 mL). The organic layer was successively washed with a saturated aqueous solution of NH4Cl (30 mL) and brine (2 × 30 mL). The combined organic extracts were dried over MgSO4, fifiltered, and concentrated under reduced pressure. Purifification by flflash chromatography on silica gel (petroleum ether/EtOAc: 90/10) afforded 3.88 g (96% yield) of the aldehyde as a colorless oil.
Reference: Taillier, C.; Gille, B.; Bellosta, V.; Cossy, J. J. Org. Chem. 2005, 70, 2097−2108. |
| | 4-(tert-ButyldiMethylsilyloxy)butanal Preparation Products And Raw materials |
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