3-(Benzyloxy)cyclobutanol

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Company Name: Shanghai Jian Chao Chemical Technology Co., Ltd.  
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3-(Benzyloxy)cyclobutanol Basic information
Product Name:3-(Benzyloxy)cyclobutanol
Synonyms:3-(Benzyloxy)cyclobutanol;3-(Benzyloxy)cyclobutanol 97%;Cyclobutanol, 3-(phenylmethoxy)-;3-(phenylmethoxy)cyclobutan-1-ol;3-(benzyloxy)cyclobutan-1-ol
CAS:100058-61-5
MF:C11H14O2
MW:178.23
EINECS:
Product Categories:
Mol File:100058-61-5.mol
3-(Benzyloxy)cyclobutanol Structure
3-(Benzyloxy)cyclobutanol Chemical Properties
Boiling point 145 °C(Press: 4 Torr)
density 1.0773 g/cm3(Temp: 25 °C)
storage temp. Sealed in dry,Room Temperature
form liquid
pka14.78±0.40(Predicted)
color Colourless
InChIInChI=1S/C11H14O2/c12-10-6-11(7-10)13-8-9-4-2-1-3-5-9/h1-5,10-12H,6-8H2
InChIKeyZGSDRBWWICYJBU-UHFFFAOYSA-N
SMILESC1(O)CC(OCC2=CC=CC=C2)C1
Safety Information
HS Code 2906190090
MSDS Information
3-(Benzyloxy)cyclobutanol Usage And Synthesis
Synthesis
3-(BENZYLOXY)CYCLOBUTANONE

30830-27-4

3-(Benzyloxy)cyclobutanol

100058-61-5

Step 1. 3-(Benzyloxy)cyclobutanone (2.00 g, 11.4 mmol), tetrahydrofuran (20 mL), and methanol (1 mL) were added to a 100 mL round-bottomed flask, and the reaction system was cooled to 0 °C. The reaction system was then cooled to 0 °C. The reaction mixture was then stirred for 30 minutes at room temperature. Subsequently, sodium borohydride (0.475 g, 12.5 mmol) was added in batches, and after addition, the reaction mixture was stirred at room temperature for 30 minutes. After completion of the reaction, the mixture was poured into water (30 mL) and extracted with ethyl acetate (2 x 30 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated to give 3-(benzyloxy)cyclobutanol (1.83 g, 90%) as a yellow oil.MS (ESI, cationic) m/z 179 [M + H]+.

References[1] Patent: WO2014/43272, 2014, A1. Location in patent: Paragraph 0298; 0304; 0305; 0306
[2] Patent: WO2018/137573, 2018, A1. Location in patent: Page/Page column 98
[3] Patent: US6579875, 2003, B1
[4] Patent: WO2015/74064, 2015, A2. Location in patent: Paragraph 0640
[5] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 7, p. 666 - 670
3-(Benzyloxy)cyclobutanol Preparation Products And Raw materials
Raw materials3-(Benzyloxy)cyclobutanone-->Tetrahydrofuran-->Sodium borohydride-->Methanol
Preparation Products(1s,3s)-3-(benzyloxy)cyclobutan-1-ol
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