ChemicalBook--->CAS DataBase List--->33781-38-3

33781-38-3

33781-38-3 Structure

33781-38-3 Structure
IdentificationBack Directory
[Name]

5-CHLORO-2,3-DIHYDRO-1H-INDEN-1-OL
[CAS]

33781-38-3
[Synonyms]

5-CHLORO-2,3-DIHYDRO-1H-INDEN-1-OL
[EINECS(EC#)]

202-110-6
[Molecular Formula]

C9H9ClO
[MDL Number]

MFCD11219500
[MOL File]

33781-38-3.mol
[Molecular Weight]

168.62
Chemical PropertiesBack Directory
[Boiling point ]

292.7±35.0 °C(Predicted)
[density ]

1.322±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

14.02±0.20(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2906290090
Spectrum DetailBack Directory
[Spectrum Detail]

5-CHLORO-2,3-DIHYDRO-1H-INDEN-1-OL(33781-38-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-Chloro-1-indanone

42348-86-7

5-CHLORO-2,3-DIHYDRO-1H-INDEN-1-OL

33781-38-3

To a solution of 5-chloro-1-indanone (500 g, 301.2 mmol) in tetrahydrofuran (THF, 500 mL), an aqueous solution (100 mL) of sodium borohydride (23.0 g, 602.4 mmol) was slowly added dropwise at a controlled temperature of between 0 °C and 100 °C for 1 hour. The reaction mixture was stirred at room temperature for 12 hours. After completion of the reaction, the reaction was quenched with water (500 mL) and extracted with ethyl acetate (3 x 1500 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford a racemic mixture of 5-chloro-2,3-dihydro-1H-inden-1-ol (48.0 g, 94.8% yield), which can be used directly in the next step of the reaction without further purification.

[References]

[1] Journal of the American Chemical Society, 2005, vol. 127, # 30, p. 10482 - 10483
[2] Patent: WO2017/147410, 2017, A1. Location in patent: Page/Page column 134; 135
[3] Bulletin de la Societe Chimique de France, 1973, p. 3096 - 3099
[4] Journal of Medicinal Chemistry, 2005, vol. 48, # 5, p. 1563 - 1575
[5] Journal of Medicinal Chemistry, 2005, vol. 48, # 6, p. 1796 - 1805
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