Home Cart Sign in  
Chemical Structure| 163930-30-1 Chemical Structure| 163930-30-1

Structure of 163930-30-1

Chemical Structure| 163930-30-1

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 163930-30-1 ]

CAS No. :163930-30-1
Formula : C15H15IO
M.W : 338.18
SMILES Code : ICCC1=CC=C(OCC2=CC=CC=C2)C=C1
MDL No. :MFCD11036194

Safety of [ 163930-30-1 ]

Application In Synthesis of [ 163930-30-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 163930-30-1 ]

[ 163930-30-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 61439-59-6 ]
  • [ 163930-30-1 ]
YieldReaction ConditionsOperation in experiment
To a solution of [4- (2-HYDROXY-ETHYL)-PHENOL] (50 g, 0.36 mol) in ethanol (400 ml) is added potassium carbonate (75 g, 0.54 mol, 1.5 eq) and benzyl bromide (47.2 ml, 0.39 mol, 1.1 eq), the reaction mixture is stirred at room temperature overnight. The reaction mixture is then filtered off through celite and concentrated under vacuum. [2- (4-BENZYLOXY-PHENYL)-] ethanol is isolated after crystallization with diethyl ether. To a solution of [2- (4-BENZYLOXY-PHENYL)-ETHANOL] (78.72 g, 0.34 mol) in methylene chloride (400 [ML)] is added triethylamine (67.3 [MI,] 0.44 mol, 1.4 eq), then at [0°C] is added mesylchloride (34.8 ml, 0.44 mol, 1.3 eq). The reaction mixture is stirred at [0°C] for 30 minutes and allowed to rise to room temperature. The reaction mixture is extracted with methylene chloride (2 x 300 [ML),] the combined organic layers are then washed with brine (2 x 300 [MI)] and concentrated under vacuum. To the crude product in solution in AcOEt (600 ml) is added sodium iodide (67.2 g, 0.44 mol, 1.3 eq) and the reaction mixture is stirred under reflux for 6 hours. After filtration, the organic layer is washed with brine (3 x 400 [ML),] dried with [NA2SO4,] filtered and concentrated under vacuum. [1-BENZYLOXY-4- (2-IODO-ETHYL)-] benzene is isolated after crystallization with diethyl ether. To a solution of [ACETAMIDOMALONATE] (59.4 g, 0.27 mol, 2 eq) in dry dimethylformamide (400 ml) is added at [0°C] under inert atmosphere sodium hydride (60percent in oil) (9.94 g, 0.49 mol, 1.8 eq), the reaction mixture is stirred for 3 hours at [0°C.] [1-BENZYLOXY-4- (2-IODO-ETHYL)-] benzene (46.8 g, 0.13 mol, 1 eq) in solution in dry DMF (250 ml) is then slowly added at [0°C] and the reaction mixture is stirred at room temperature overnight. The reaction mixture is quenched with few drops of methanol and concentrated almost to dryness under vacuum, then extracted with AcOEt and washed subsequently with [1N HCI] (2 x 500 [ML),] saturated solution of [NAHCO3] (2 x 500 mi) and brine (2 x 500 [ML),] dried with [NA2SO4,] filtered and concentrated under vacuum. [2-ACETYLAMINO-2- [2- (4-BENZYLOXY-PHENYL)-ETHYL]-MALONIC] acid diethyl ester is isolated after multiple crystallization using diethyl ether. To a solution of [2-ACETYLAMINO-2- [2- (4-BENZYLOXY-PHENYL)-ETHYL]-MALONIC] acid diethyl ester (44.1 g, 0.1 mol) in ethanol water (2/1) (285 [ML/285 ML)] is added [CAC12] (28.5 g, 0.26 mol, 2.5 eq) and NaBH4 by portion (19.4 g, 0.52 mol, 5.0 eq), the reaction mixture is stirred overnight at room temperature. At [0°C] the reaction mixture is carefully quenched with drop wise methanol (10 [ML)] and concentrated to almost dryness under vacuum. The crude mixture is extracted with AcOEt (4 x 500 [ML)] and washed subsequently with 1 N HCI (2 x 300 [ML),] saturated solution of NaHCO3 (2 x 300 [ML)] and brine (2 x 300 [ML).] The combined organic layers are then dried with [NA2SO4,] filtered and concentrated under vacuum. N- [3- (4- benzyloxy-phenyl)-1, 1-bis-hydroxymethyl-propyl]-acetamide is carried on without further purification. To a solution of crude [N- [3- (4-BENZYLOXY-PHENYL)-1, 1-BIS-HYDROXYMETHYL-PROPYL]-ACETAMIDE] in a mixture of tetrahydrofuran, methanol, water [(1/2/2)] (450 [ML/900] [MI/900 M))] is added at room temperature lithium hydroxide (32.7 g, 1.36 mol, 8.0 eq). The reaction mixture is stirred at [55°C] for 5 hours, then extracted with AcOEt (500 ml) and washed with brine (2 x 300 [MI),] the combined organic layers are then dried with [NA2S04,] filtered and concentrated under vacuum. [2-AMINO-2- [2- (4-BENZYLOXY-PHENYL)-ETHYL]-PROPANE-1, 3-DIOL] is isolated after crystalli- zation using AcOEt. To a solution of [2-AMINO-2- [2- (4-BENZYLOXY-PHENYL)-ETHYL]-PROPANE-1, 3-DIOL] (31.1 g, 0.10 mol) in acetonitrile (2. 38 l) is added triethylortho acetate (17.1 [ML,] 0.12 mol, 1.2 eq) and acetic acid (5.48 [MI,] 0.11 mol, 1.1 eq), the reaction mixture is then stirred at [80°C] for 5 hours. The reaction mixture is then concentrated under vacuum, [{4-[2-(4-BENZYLOXY-PHENYL)-ETHYL]-2-] [METHYL-4,] [5-DIHYDRO-OXAZOL-4-YL}-METHANOL] is isolated after crystallization with AcOEt. To a solution of [{4- [2- (4-BENZYLOXY-PHENYL)-ETHYL]-2-METHYL-4, 5-DIHYDRO-OXAZOL-4-YL}-METHANOL] (26.1 g, 0.08 mol) in methanol (800 ml) is added palladium on charcoal (2.6 [G,] 10percent wt), and the reaction mixture is stirred under hydrogen atmosphere at room temperature for 5 hours. The reaction mixture is then filtered through celite and concentrated under vacuum. [4- [2- (4-] Hydroxymethyl-2-methyl-4, [5-DIHYDRO-OXAZOL-4-YL)-ETHYL]-PHENOL] is isolated after crystallization with AcOEt and hexanes.
 

Historical Records

Technical Information

Categories