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[ CAS No. 67451-76-7 ]

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2D
Chemical Structure| 67451-76-7
Chemical Structure| 67451-76-7
Structure of 67451-76-7 *Storage: {[proInfo.prStorage]}

Quality Control of [ 67451-76-7 ]

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Related Doc. of [ 67451-76-7 ]

SDS

Product Details of [ 67451-76-7 ]

CAS No. :67451-76-7MDL No. :MFCD11172901
Formula :C9H16O2Boiling Point :-
Linear Structure Formula :-InChI Key :N/A
M.W :156.23Pubchem ID :23387264
Synonyms :

Computed Properties of [ 67451-76-7 ]

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

Safety of [ 67451-76-7 ]

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

Application In Synthesis of [ 67451-76-7 ]

  • Downstream synthetic route of [ 67451-76-7 ]

[ 67451-76-7 ] Synthesis Path-Downstream   1~10

  • 1
  • levorotatory 1-methyl-3-acetonyl-cyclohexane [ No CAS ]
  • [ 67451-76-7 ]
  • 2
  • [ 110459-84-2 ]
  • sodium hypobromite [ No CAS ]
  • [ 67451-76-7 ]
  • 3
  • lysine(ε-Boc)-Rink-amide resin [ No CAS ]
  • [ 67451-76-7 ]
  • C20H36N3O4Pol [ No CAS ]
  • 4
  • [ 859937-11-4 ]
  • [ 67451-76-7 ]
  • 6
  • [ 13905-48-1 ]
  • [ 67451-76-7 ]
  • 7
  • [ 67451-76-7 ]
  • 2-(3-methylcyclohexyl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With ammonium hydroxide; CDI; In ethyl acetate; EXAMPLE 2D 2-(3-methylcyclohexyl)acetamide The product from Example 2C (5.00 g, 32.1 mmol) and CDI (5.44 g, 33.6 mmol) were combined in ethyl acetate (50 mL) and stirred for 2 hours at room temperature. The mixture was then treated with 29% ammonium hydroxide (6 mL) and heated at 40-45 C. for 2 hours. The solution was diluted with ethyl acetate (50 mL) and washed sequentially with water (50 mL), citric acid (3*50 mL), water, and saturated aqueous Na2CO3. The organic extract was dried over MgSO4, filtered, and the filtrate concentrated under reduced pressure to give a solid that was crystallized from ethyl acetate/heptane. The solid was collected by filtration and dried at 40-45 C. for 15 hours to provide the title compound. 1H NMR (CDCl3, 300 MHz) delta0.60 (1H, q), 0.80-1.0 (4H, m), 1.08-1.80 (8H, m), 2.10 (2H, m), 5.60 (1H, s), 6.10 (1H, s); MS m/z 156 (M+H)+.
With ammonium hydroxide; CDI; In ethyl acetate; EXAMPLE 2D 2-(3-methylcyclohexyl)acetamide The product from Example 2C (5.00 g, 32.1 mmol) and CDI (5.44 g, 33.6 mmol) were combined in ethyl acetate (50 mL) and stirred for 2 hours at room temperature. The mixture was then treated with 29% ammonium hydroxide (6 mL) and heated at 40-45 C. for 2 hours. The solution was diluted with ethyl acetate (50 mL) and washed sequentially with water (50 mL), citric acid (3*50 mL), water, and saturated aqueous Na2CO3. The organic extract was dried over MgSO4, filtered, and the filtrate concentrated under reduced pressure to give a solid that was crystallized from ethyl acetate/heptane. The solid was collected by filtration and dried at 40-45 C. for 15 hours to provide the title compound. 1H NMR (CDCl3, 300 MHz) delta 0.60 (1H, q), 0.80-1.0 (4H, m), 1.08-1.80 (8H, m), 2.10 (2H, m), 5.60 (1H,s), 6.10 (1H, s); MS m/z 156 (M+H)+.
  • 8
  • [ 67451-76-7 ]
  • [ 1668-10-6 ]
  • [ 681447-94-9 ]
YieldReaction ConditionsOperation in experiment
49% With CDI; In ethyl acetate; EXAMPLE 3 N-(2-amino-2-oxoethyl)-2-(3-methylcyclohexyl)acetamide (3-Methylcyclohexyl)acetic acid (5.00 g, 32.1 mmol) and CDI (5.44 g, 33.6) were combined in ethyl acetate (50 mL) and stirred for 2 hours at room temperature. The solution was treated with 2-aminoacetamide hydrochloride (3.72 g, 33.7 mmol) and heated at 78-80 C. for 8 hours. The solution was diluted with ethyl acetate (50 mL), washed in succession with water (50 mL), citric acid (3*5mL), saturated aqueous Na2CO3, dried over MgSO4, filtered, and the filtrate was concentrated under reduced pressure. The residue was crystallized with ethyl acetate/heptane. The crystals were collected by filtration and dried at 40-45 C. for 15 hours to provide the title compound (3.3 g, 49% yield). 1H NMR (DMSO-d6, 300 MHz) delta0.50 (1H, q), 0.65-0.85 (4H, m), 1.05-1.40 (4H, m), 1.50-2.0 (3H, m), 3.30 (3H, s), 3.60 (2H, s), 6.90 (1H, s), 7.20 (1H, s), 7.90 (1H, m); MS m/z 213 (M+H)+.
49% With CDI; In ethyl acetate; EXAMPLE 3 N-(2-amino-2-oxoethyl)-2-(3-methylcyclohexyl)acetamide (3-Methylcyclohexyl)acetic acid (5.00 g, 32.1 mmol) and CDI (5.44 g, 33.6) were combined in ethyl acetate (50 mL) and stirred for 2 hours at room temperature. The solution was treated with 2-aminoacetamide hydrochloride (3.72 g, 33.7 mmol) and heated at 78-80 C. for 8 hours. The solution was diluted with ethyl acetate (50 mL), washed in succession with water (50 mL), citric acid (3*50 mL), saturated aqueous Na2CO3, dried over MgSO4, filtered, and the filtrate was concentrated under reduced pressure. The residue was crystallized with ethyl acetate/heptane. The crystals were collected by filtration and dried at 40-45 C. for 15 hours to provide the title compound (3.3 g, 49% yield). 1H NMR (DMSO-d6, 300 MHz) delta 0.50 (1H, q), 0.65-0.85 (4H, m), 1.05-1.40 (4H, m), 1.50-2.0 (3H, m), 3.30 (3H, s), 3.60 (2H, s), 6.90 (1H, s), 7.20 (1H, s), 7.90 (1H, m); MS m/z 213 (M+H)+.
YieldReaction ConditionsOperation in experiment
EXAMPLE 2C [67451-76-7](3-methylcyclohexyl)acetic acid The ethanolic solution from Example 2B was treated with 20 g of 50% aqueous NaOH at room temperature and stirred for 15 hours. The reaction mixture was diluted with water (50 mL) and extracted with heptane (50 mL). The aqueous phase was cooled to 0 C., acidified with aqueous HCl to pH 1-2,and extracted with heptane (3*100 mL). The heptane extracts were combined, washed with water, washed with brine, dried over MgSO4, filtered, and the filtrate was concentrated under reduced pressure to provide the title compound. 1H NMR (CDCl3, 300 MHz) delta0.65 (1H, q), 0.80-0.95 (4H, m), 1.20-1.80 (8H, m), 2.20-2.30 (2H, m), 11.30 (1H,s) MS m/z 157 (M+H)+.
EXAMPLE 2C [67451-76-7](3-methylcyclohexyl)acetic acid The ethanolic solution from Example 2B was treated with 20 g of 50% aqueous NaOH at room temperature and stirred for 15 hours. The reaction mixture was diluted with water (50 mL) and extracted with heptane (50 mL). The aqueous phase was cooled to 0 C., acidified with aqueous HCl to pH 1-2, and extracted with heptane (3*100 mL). The heptane extracts were combined, washed with water, washed with brine, dried over MgSO4, filtered, and the filtrate was concentrated under reduced pressure to provide the title compound. 1H NMR (CDCl3, 300 MHz) delta 0.65 (1H, q), 0.80-0.95 (4H, m), 1.20-1.80 (8H, m), 2.20-2.30 (2H, m), 11.30 (1H, s); MS m/z 157 (M+H)+.
  • 10
  • [ 857828-65-0 ]
  • [ 67451-76-7 ]
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