[ CAS No. 124937-73-1 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 124937-73-1
Chemical Structure| 124937-73-1
Structure of 124937-73-1

Quality Control of [ 124937-73-1 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 124937-73-1 ]

SDS

Product Details of [ 124937-73-1 ]

CAS No. :124937-73-1MDL No. :MFCD08063882
Formula :C17H20O2Boiling Point :413.8°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :256.34Pubchem ID :11161175
Synonyms :

Computed Properties of [ 124937-73-1 ]

TPSA : 29.5 H-Bond Acceptor Count : 2
XLogP3 : 3.6 H-Bond Donor Count : 1
SP3 : 0.29 Rotatable Bond Count : 5

Safety of [ 124937-73-1 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 124937-73-1 ]

  • Upstream synthesis route of [ 124937-73-1 ]

[ 124937-73-1 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 75-21-8 ]
  • [ 124937-73-1 ]
YieldReaction ConditionsOperation in experiment
100%
Stage #1: With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 4.00 h;
Stage #2: With water; ammonium chloride In tetrahydrofuran
BuLi (54.4 ml, 0.147 mol) was added to a solution of (2-methoxy-5-methylphenyl)phenylmethane (24 g, 0.113 mol), in 120 ml of THF at -78°C. Once the addition was complete, it was heated to room temperature and maintained at said temperature for about 2 hours. The temperature was again reduced to -78°C and ethylene oxide (4.98 g, 0.113 mol) was added such that the temperature did not exceed - 50°C. The reaction was allowed to take place, being complete after 2 hours. Then the mixture was hydrolyzed with 60 ml of NH4Cl, extracted with 30 ml of ethyl acetate, the organic phase was washed with 2x25 ml of NH4Cl, dried and evaporated, giving 30 g (100percent) of a viscous yellow liquid containing the title compound.
Reference: [1] Patent: EP1698615, 2006, A1. Location in patent: Page/Page column 9
  • 2
  • [ 109089-77-2 ]
  • [ 124937-73-1 ]
YieldReaction ConditionsOperation in experiment
97%
Stage #1: With sodium tetrahydroborate In tetrahydrofuran at 20℃;
Stage #2: With methanesulfonic acid In tetrahydrofuran at 20 - 70℃;
A solution of 0.5 kg 3-(2-methoxy-5-methylphenyl) -3-phenyl propionic acid in 2.0 L tetrahydrofuran was added drop wise in the suspension of 0.105 kg sodium borohydride in 0.5 L tetrahydrofuran within 2 hrs. After completion of addition, reaction mixture was stirred at RT for 2 hrs. 0.177 kg methanesulfonic acid was added drop wise within 1 hrs. After completion of addition, reaction mixture was stirred at RT for 1 hr. The reaction mixture was stirred at 65-7O0C for 8-10 hrs. After completion of reaction, reaction mixture was cooled at 0-50C. The reaction mixture was acidified with 0.25 L IM aq. HCl up to pH 2-3, and then reaction mixture was extracted with ethyl acetate (1 L x 2). The organic layers were washed with 2.0 L water 2.0 L brine. The solvent was distilled out to dryness at reduced pressure (30-40 mm Hg) to obtain 3-(2-methoxy-5-methylphenyl)-3-phenyl propanol (Yield: 0.462 kg, 97percent)[167] HPLC Purity > 95percent.
85%
Stage #1: With sodium tetrahydroborate In tetrahydrofuran at 20℃;
Stage #2: With sulfuric acid In tetrahydrofuran at 20 - 70℃;
Example 2 [158] Preparation of 3-(2-methoxy-5-methylphenyl)-3-phenyl propanol; [159](III) (IV) [161] [162] A solution of 0.5 kg of 3-(2-methoxy-5-methylphenyl)-3-phenyl propionic acid in 1.5 L tetrahydrofuran was added drop wise in the suspension of 0.105 Kg of sodium borohydride in 1 L ml tetrahydrofuran under stirring within 2-4 hrs. After completion of addition, reaction mixture was stirred at RT for 2 hrs. 0.181 Kg of Cone. Sulfuric acid was added drop wise within 2-3 hrs. After completion of addition, reaction mixture was stirred at RT for 1-2 hr. The reaction mixture was stirred at 65-7O0C for 6-10 hrs. After completion of reaction, reaction mixture was cooled to 25-3O0C. Saturated brine solution was added to reaction mass and the solution was stirred for 15 min. The organic layer was separated out and distilled it completely. The reaction mass was mixed with aqueous layer and then extracted with dichloromethane (IL x 2). The organic layers were combined and washed with 1 L water ; 1 L brine. The solvent was distilled out to dryness at reduced pressure (30-40 mm Hg) to obtain 3 - (2-methoxy- 5 -methylphenyl) -3 -phenyl propanol.[163] (Yield 0402 Kg, 85percent) [164] HPLC Purity >; 96percent
Reference: [1] Patent: WO2010/46801, 2010, A2. Location in patent: Page/Page column 16
[2] Patent: WO2010/92500, 2010, A2. Location in patent: Paragraph 157-164
  • 3
  • [ 50-00-0 ]
  • [ 389068-20-6 ]
  • [ 124937-73-1 ]
Reference: [1] Angewandte Chemie - International Edition, 2016, vol. 55, # 21, p. 6315 - 6318[2] Angew. Chem., 2016, vol. 128, p. 6423 - 6426,4
  • 4
  • [ 7083-19-4 ]
  • [ 124937-73-1 ]
Reference: [1] Organic Letters, 2016, vol. 18, # 2, p. 252 - 255
  • 5
  • [ 40546-94-9 ]
  • [ 124937-73-1 ]
Reference: [1] Patent: US2012/41235, 2012, A1
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