77118-87-7

Basic information

• Product Name: (S)-1-PHENYL-BUT-3-EN-1-OL
• Synonyms: (S)-1-PHENYL-BUT-3-EN-1-OL;(1S)-1-phenylbut-3-en-1-ol
• CAS NO: 77118-87-7
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.20168
• Mol File: 77118-87-7.mol
• Article Data: 258

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-1-PHENYL-BUT-3-EN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-PHENYL-BUT-3-EN-1-OL(77118-87-7)
• EPA Substance Registry System: (S)-1-PHENYL-BUT-3-EN-1-OL(77118-87-7)

Safety Data

• Hazardous Substances Data: 77118-87-7(Hazardous Substances Data)

Usage

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

Upstream product

• 18760-02-6 allyldiethylaluminium 
• 100-52-7 benzaldehyde 
• 85116-38-7 (+)-diisopinocampheylallylborane 
• 7785-70-8 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene 
• 1730-25-2 allylmagnesium bromide 
• 107-37-9 allyltrichlorosilane 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 139284-72-3 Trimethyl-((S)-1-phenyl-but-3-enyloxy)-silane 
• 2551-83-9 allyltrimethoxysilane 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 24850-33-7 allyltributylstanane 
• 106356-53-0 B-allyldiisopinocampheylborane 
• 447440-44-0 (3aR,7aR)-2-Allyl-1,3-dibenzyl-2-chloro-octahydro-benzo[1,3,2]diazasilole 

Downstream Products

• 183620-66-8 tert-butyl-dimethyl-(1-phenyl-but-3-enyloxy)-silane 
• 133271-05-3 (S)-3-hydroxy-3-phenyl-propionaldehyde 
• 100-52-7 benzaldehyde 
• 60340-28-5 (S)-1-phenyl-5-hexen-3-ol 
• 1063723-88-5 (S)-N,N-diisopropylcarbamic acid 1-phenyl-but-3-enyl ester 
• 1338922-81-8 (R)-3-(3,4-dichlorophenyl)-3-phenylpropanal 
• 1338922-77-2 (R)-2-(1-(3,4-dichlorophenyl)-1-phenylbut-3-enyl)-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane 
• 1338922-80-7 (S)-1-(3,4-dichlorophenyl)-1-phenylbut-3-en-1-ol 
• 1338922-76-1 (R)-1,2-dichloro-4-(1-phenylbut-3-enyl)benzene 
• 79617-96-2 Sertraline 
• 147189-98-8 (1R)-(3,4-Dichlorophenyl)-1-phenylbutane-4-ol 
• 124379-29-9 (4S)-4-(3,4-dichlorophenyl)-1-tetralone 
• 147255-16-1 (4R)-4-(3,4-dichlorophenyl)-4-phenylbutanoic acid 
• 86939-10-8 indatraline 

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