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Chemical Structure| 62788-60-7 Chemical Structure| 62788-60-7

Structure of 62788-60-7

Chemical Structure| 62788-60-7

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Product Details of [ 62788-60-7 ]

CAS No. :62788-60-7
Formula : C10H16O
M.W : 152.23
SMILES Code : O=C(CCC1)CC21CCCC2
MDL No. :MFCD24688439
InChI Key :SAMPGRWOTZZICV-UHFFFAOYSA-N
Pubchem ID :10888101

Safety of [ 62788-60-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis of [ 62788-60-7 ]

* 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 [ 62788-60-7 ]

[ 62788-60-7 ] Synthesis Path-Downstream   1~23

  • 1
  • 7-Nitro-spiro<4.5>-6-decen [ No CAS ]
  • [ 62788-60-7 ]
  • 3
  • [ 5682-75-7 ]
  • [ 2123-72-0 ]
  • [ 62788-60-7 ]
  • 4
  • [ 5323-87-5 ]
  • C7H17ClMgSn [ No CAS ]
  • [ 62788-60-7 ]
YieldReaction ConditionsOperation in experiment
7-spiro[4.5]decanone colorless liquid IR (D-ATR): ν=2940, 2870, 1708, 1444, 1310, 1226, 1174, 1020 cm-1
  • 9
  • [ 66227-93-8 ]
  • [ 62788-60-7 ]
  • 10
  • [ 66227-87-0 ]
  • [ 62788-60-7 ]
  • 11
  • [ 66227-81-4 ]
  • [ 62788-60-7 ]
  • 12
  • C13H24OSi [ No CAS ]
  • [ 62788-60-7 ]
  • 13
  • 7-Nitro-6-hydroxy-spiro<4.5>decen-(6)-Kaliumsalz [ No CAS ]
  • [ 62788-60-7 ]
  • 14
  • [ 62788-60-7 ]
  • ammonium chloride [ No CAS ]
  • [ 224031-68-9 ]
YieldReaction ConditionsOperation in experiment
With potassium tert-butylate; In tetrahydrofuran; a) 7-Ethynyl-spiro[4.5]decan-7-ol (2) Acetylen was bubbled for 30 mn through a mixture of tBuOK (14.11 g, 125.8 mmol, 1.1 equiv) in THF (100 ml) cooled to 0 C. The resulting white suspension was diluted with more THF (50 ml) and treated with spiro[4.5]decan-7-one (1) (17.20 g, 113.2 mmol) added dropwise for 20 mn. The reaction mixture was stirred at room temperature for 3 h, treated with saturated NH4 Cl (500 ml) and extracted with MTBE (4*150 ml). The combined organic phases were washed with H2 O (6*70 ml) until neutral pH and dried over MgSO4. 16.90 g (84%) of crude product (2) was isolated as an orange oil that was used without further purification in the following step.
  • 15
  • [ 1258979-35-9 ]
  • [ 62788-60-7 ]
  • 16
  • [ 1258979-35-9 ]
  • [ 62788-60-7 ]
  • [ 16133-79-2 ]
YieldReaction ConditionsOperation in experiment
79%; 23% There was obtained 45.9 g of a mixture of 8-spiro[4.5]decen-7-one and 8-spiro[4.5]decen-7-ol. The mixture, 45.8 g, was combined with 50 ml of tetrahydrofuran and a catalytic amount of 10% palladium-on-carbon, and hydrogenated at 14 kg/cm2. After the catalyst was filtered off, the reaction mixture was concentrated under reduced pressure and purified by silica gel chromatography. There were obtained 30.85 g (yield 79%) of 7-spiro[4.5]decanone and 8.92 g (yield 23%) of 7-spiro[4.5]decanol. RRN 134 7-spiro[4.5]decanone (0434) colorless liquid (0435) IR (D-ATR): ν=2940, 2870, 1708, 1444, 1310, 1226, 1174, 1020 cm-1 (0436) 1H-NMR (600 MHz in DMSO-d6): (0437) δ=1.27-1.41 (4H, m), 1.52-1.58 (4H, m), 1.58-1.62 (2H, m), 1.72-1.77 (2H, m), 2.17 (2H, s), 2.21 (2H, t, J=6.4 Hz) ppm (0438) 13C-NMR (150 MHz in DMSO-d6): (0439) δ=23.18, 23.69 (2C), 35.74, 37.54 (2C), 40.52, 46.93, 52.49, 210.62 ppm (0440) GC-MS (EI): (m/z)+=41, 55, 67, 81, 94, 109, 123, 137, 152 (M+) RRN 137,140 7-spiro[4.5]decanol (0441) colorless solid (0442) IR (D-ATR): ν=3326, 2925, 2856, 1449, 1364, 1091, 1052, 1019 cm-1 (0443) 1H-NMR (600 MHz in DMSO-d6): (0444) δ=0.96-1.10 (3H, m), 1.22-1.38 (6H, m), 1.47-1.61 (6H, m), 1.73-1.79 (1H, m), 3.35-3.33 (1H, m), 4.33 (1H, OH, d, J=4.6 Hz) ppm (0445) 13C-NMR (150 MHz in DMSO-d6): (0446) δ=21.34, 23.22, 24.41, 34.89, 35.56, 36.57, 41.70, 43.15, 47.31, 66.74 ppm (0447) GC-MS (EI): (m/z)+=41, 55, 67, 79, 94, 107, 121, 138, 154 (M+)
  • 17
  • [ 62788-60-7 ]
  • [ 1258979-36-0 ]
  • 18
  • [ 62788-60-7 ]
  • [ 676-58-4 ]
  • 7-methylspiro[4.5]decan-7-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% In tetrahydrofuran; at 20℃;Inert atmosphere; With stirring under nitrogen atmosphere at room temperature, a mixture of 39.1 g of 7-spiro[4.5]decanone and 100 ml of tetrahydrofuran was added dropwise to a tetrahydrofuran solution of 0.502 mol methylmagnesium chloride (which had been prepared from 12.2 g of metallic magnesium, 500 ml of tetrahydrofuran and chloromethane). The mixture was stirred overnight at room temperature, after which a saturated ammonium chloride aqueous solution was added to stop the reaction. Through ordinary work-up of extraction, washing and drying, and subsequent concentration under reduced pressure, there was obtained 42.3 g (yield 95%) of the target compound, 7-methylspiro[4.5]decan-7-ol. This compound had a purity high enough to use in the subsequent step without further purification. RRN 144 7-methylspiro[4.5]decan-7-ol (0450) colorless solid (0451) IR (D-ATR): ν=3382, 2926, 2865, 1447, 1371, 1274, 1168, 1126, 962, 922 cm-1 (0452) 1H-NMR (600 MHz in DMSO-d6): (0453) δ=1.02-1.09 (1H, m), 1.05 (3H, s), 1.17-1.65 (15H, m), 3.76 (1H, OH, s) ppm (0454) 13C-NMR (150 MHz in DMSO-d6): (0455) δ=19.46, 22.94, 24.02, 31.58, 36.50, 36.93, 39.22, 41.32, 42.24, 49.77, 68.55 ppm
  • 19
  • [ 16133-79-2 ]
  • [ 62788-60-7 ]
YieldReaction ConditionsOperation in experiment
96% With stirring under nitrogen atmosphere at -70 C., 12.0 g of dimethyl sulfoxide was added to a mixture of 14.4 g of oxalyl chloride and 100 ml of methylene chloride. Stirring was continued for 10 minutes. Below -55 C., a mixture of 8.72 g of 7-spiro[4.5]decanol and 20 ml of methylene chloride was added dropwise thereto, followed by stirring for 30 minutes at -70 C. After 50 g of triethylamine was added, the mixture was warmed up to -5 C. while stirring. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, followed by ordinary work-up of extraction, washing and drying, and purification by silica gel chromatography. There was obtained 8.22 g (yield 96%) of 7-spiro[4.5]decanone. This compound was found to have identical spectroscopic characteristics with the former compound.
  • 20
  • [ 5682-75-7 ]
  • C16H18Cu2S2 [ No CAS ]
  • [ 62788-60-7 ]
  • 21
  • [ 63438-16-4 ]
  • [ 62788-60-7 ]
  • 22
  • C14H23NO [ No CAS ]
  • [ 62788-60-7 ]
  • 23
  • [ 13388-94-8 ]
  • [ 62788-60-7 ]
 

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