Synthesis
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(S)-1-PHENYL-BUT-3-EN-1-OL

Synthesis
Product Name
(S)-1-PHENYL-BUT-3-EN-1-OL
CAS No.
77118-87-7
Chemical Name
(S)-1-PHENYL-BUT-3-EN-1-OL
Synonyms
(1S)-1-phenylbut-3-en-1-ol;(S)-1-PHENYL-BUT-3-EN-1-OL;Benzenemethanol, α-2-propen-1-yl-, (αS)-
CBNumber
CB3846542
Molecular Formula
C10H12O
Formula Weight
148.2
MOL File
77118-87-7.mol
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
CCH0001895
Product name
(S)-1-PHENYL-BUT-3-EN-1-OL
Purity
95.00%
Packaging
5MG
Price
$496.86
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0001895
Product name
(S)-1-PHENYL-BUT-3-EN-1-OL
Purity
95.00%
Packaging
1G
Price
$2905.35
Updated
2021/12/16
JR MediChem
Product number
JR01-C008
Product name
(S)-1-phenylbut-3-en-1-ol
Purity
96%
Packaging
1g
Price
$268
Updated
2021/12/16
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(S)-1-PHENYL-BUT-3-EN-1-OL Chemical Properties,Usage,Production

Synthesis

To a solution of the bis-phosphoramide catalyst (59 mg, 0.1 mmol) in CH2Cl2 (1 mL) and diisopropylethylamine (1.0 mL) under N2 at −78 °C was added allyltrichlorosilane (580 µL, 4.0 mmol). The solution was stirred at −78 °C for 10 min before benzaldehyde (200 mL, 2.0 mmol) was added. The resulting mixture was stirred at this temperature for 8 h whereupon the cold solution was poured in to a mixture of saturated aqueous NaHCO3 (10 mL) and saturated aqueous KF (10 mL) at 0 °C with vigorous stirring. The mixture was stirred for 2 h at room temperature and then fifiltered through Celite. The layers were then separated and the aqueous layer was extracted with CH2Cl2 (3 × 30 mL). The combined organic extracts were dried (MgSO4), fifiltered, and concentrated. The oily residue was purifified by column chromatography (silica gel) eluting with CH2Cl2:pentane (3:1) followed by CH2Cl2 to give 254 mg (85%) of the benzylic alcohol in 87% ee. Reference: Denmark, S. E.; Fu, J. J. Am. Chem. Soc. 2001, 123, 9488−9489

(S)-1-PHENYL-BUT-3-EN-1-OL Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-1-PHENYL-BUT-3-EN-1-OL Suppliers