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[ CAS No. 33797-36-3 ]

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2D
Chemical Structure| 33797-36-3
Chemical Structure| 33797-36-3
Structure of 33797-36-3 *Storage: {[proInfo.prStorage]}

Quality Control of [ 33797-36-3 ]

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Alternatived Products of [ 33797-36-3 ]

Product Details of [ 33797-36-3 ]

CAS No. :33797-36-3MDL No. :MFCD18398342
Formula : C10H12O3 Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :180.20Pubchem ID :20474313
Synonyms :

Computed Properties of [ 33797-36-3 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 33797-36-3 ]

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

Application In Synthesis of [ 33797-36-3 ]

  • Downstream synthetic route of [ 33797-36-3 ]

[ 33797-36-3 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 33797-35-2 ]
  • [ 33797-36-3 ]
YieldReaction ConditionsOperation in experiment
97% Stage #1: 2-(3-methoxy-2-methylphenyl)acetonitrile With sodium hydroxide In ethanol; water for 48h; Reflux; Stage #2: With hydrogenchloride In water
86% With potassium hydroxide In ethanol for 5h; Reflux; Large scale; 25 Example 25 Preparation of intermediate 7-Bromomethyl-6-methyl-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (D-11) A mixture of D-3-3 (1608 g, 9.975 mol) and KOH (1117 g, 19.95 mol) in EtOH_ (15 L) is heated to reflux for 5 h. The solvent is removed under reduced pressure. The pH of the residue is adjusted to pH 1. The mixture is filtered and the filter cake is dried to yield D-11-1 (1474 g, 86% yield).
With potassium hydroxide In ethanol
  • 2
  • [ 33797-36-3 ]
  • [ 23985-50-4 ]
YieldReaction ConditionsOperation in experiment
70% With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 23℃; for 1h; Inert atmosphere;
With lithium aluminium tetrahydride 1.) esterification; Yield given. Multistep reaction;
  • 3
  • [ 76640-59-0 ]
  • [ 33797-36-3 ]
YieldReaction ConditionsOperation in experiment
100% With sodium hydroxide In methanol for 18h; Heating;
With sodium hydroxide In ethanol; water at 90℃; for 48h; Inert atmosphere;
  • 4
  • [ 33797-36-3 ]
  • C10H11ClO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With oxalyl dichloride In dichloromethane at 20℃; for 3h; 60 Preparation 60: N-(2,2-Dimethoxy-ethyl)-2-(3-methoxy-2-methyl-phenyl)-acetamide; To a stirred solution of (3-methoxy-2-methyl-phenyl) -acetic acid (18.2 g, Tetrahedron Letters, 1980, Vol.21 , 3309-3312) in DCM (500 ml) and DMF (5 ml) at room temperature, oxalyl dichloride (19.7 ml) was added dropwise. After 3 hours volatiles were evaporated under reduced pressure, the residue was dissolved in DCM (100 ml) and added dropwise to a stirred solution of 2,2-dimethoxy- ethylamine (10.67 g, 1 eq) and triethylamine (16 ml, 1.1 eq) in DCM (400 ml) at room temperature. After 24 hours the mixture was washed with water, 10% acetic acid, sat. NaHC03 and brine. The organic phase was dried (Na2S04) and concentrated to afford 25 g of desired product (92% yield). MS (m/z): 268 [MH]+.
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
  • 5
  • [ 56724-03-9 ]
  • [ 33797-36-3 ]
  • 6
  • [ 1418126-54-1 ]
  • [ 33797-36-3 ]
YieldReaction ConditionsOperation in experiment
3.3 g With sodium tetrahydroborate; diphenyl diselenide; sodium hydroxide In ethanol at 20 - 40℃; Inert atmosphere;
  • 7
  • [ 33797-36-3 ]
  • [ 22483-09-6 ]
  • [ 871501-24-5 ]
YieldReaction ConditionsOperation in experiment
96% Stage #1: 2-(3-methoxy-2-methylphenyl)acetic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h; Large scale; Stage #2: 2,2-dimethoxyethylamine With triethylamine In dichloromethane at 20℃; for 2h; Large scale; 25 Example 25 Preparation of intermediate 7-Bromomethyl-6-methyl-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (D-11) To a stirred solution of (COCl)2 (8.18 mol) and DMF (70.000 ml) in DCM (7.5 L) is added D-11-1 (737 g, 4.09 mol). The mixture is stirred at room temperature for 2 h then concentrated under reduced pressure. The residue is added to a stirred solution of 2,2-dimethoxyethyl-1-amine (430 g, 4.09 mol) and TEA (454 g, 4.50 mol) in DCM (1000 ml). The mixture is stirred at room temperature for 2 h then concentrated under reduced pressure. The residue is purified by flash silica gel column chromatography to afford D-11-2 (1474 g, 96% yield).
Stage #1: 2-(3-methoxy-2-methylphenyl)acetic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide for 2h; Inert atmosphere; Stage #2: 2,2-dimethoxyethylamine With triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; 19 Compound 19-5 (737.000 g, 4.090 mol) is added to a stirred solution of (COCl)2 (8.180 mol) and DMF (70.000 ml) in dichloromethane (7370.000 ml) under N2 atmosphere, followed by stirring for 2 h. TLC showed the reaction is completed. Then the mixture is evaporated. The residue was added to a stirred solution of 2,2-dimethoxyethyl-1-amine (429.996 g, 4.090 mol) and Et3N (454.388 g, 4.499 mol) in dichloromethane (1000 ml) at room temperature for 2 h. TLC showed the reaction is completed. The mixture is evaporated and the residue is purified by column to give compound 19-6.
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