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Product Details of [ 20895-52-7 ]

CAS No. :20895-52-7 MDL No. :MFCD02666031
Formula : C11H10O2 Boiling Point : -
Linear Structure Formula :- InChI Key :WCZAJCMJYBFDMG-UHFFFAOYSA-N
M.W : 174.20 Pubchem ID :4130671
Synonyms :

Safety of [ 20895-52-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 20895-52-7 ]

* 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 [ 20895-52-7 ]

[ 20895-52-7 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 1470-94-6 ]
  • [ 1442440-10-9 ]
  • [ 20895-52-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium hydroxide / water; acetone / 1 h / Reflux 2: aluminum (III) chloride / Inert atmosphere 3: potassium carbonate / acetone / Inert atmosphere
  • 2
  • C11H11ClO2 [ No CAS ]
  • [ 77-78-1 ]
  • [ 1442440-10-9 ]
  • [ 20895-52-7 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In acetone Inert atmosphere;
  • 3
  • [ 5111-69-3 ]
  • [ 1442440-10-9 ]
  • [ 20895-52-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: aluminum (III) chloride / Inert atmosphere 2: potassium carbonate / acetone / Inert atmosphere
  • 4
  • [ 20895-52-7 ]
  • [ 1779-49-3 ]
  • 3-methylene-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% Stage #1: Methyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: 6,7-dihydro-2H-indeno[5,6-b]furan-3(5H)-one In tetrahydrofuran at 25℃; for 16h; Inert atmosphere; 223-226.3 Step 2 - Synthesis of 3-methylene-3, 5, 6, 7-tetrahydro-2H-indeno[5, 6-b fitran To a stirred mixture of MePPlwBr (19.69 g, 55 mmol) in THE (215 mL) was added a solution of /-BuQK (43 mL, 43 mmol) dropwise at 0 °C and the mixture was stirred at 0 °C for 2 hours under nitrogen atmosphere. A solution 6,7-dihydro-2/7-mdeno[5,6-h]firran-3(5/7)-one (4.8 g, 27.6 mmol) in TOP (55 mL) was added and the reaction was allowed to stir at 25 °C for 16 hours. The mixture was diluted with water (200 mL). The aqueous layer was extracted with EtOAc (200 mL x 2). lire combined organic layers were dried over Na SOi, filtered and concentrated. The crude residue was purified by flash column chromatography (2% EtOAc in petroleum ether) to give 3-metliylene~3,5,6,7-tetrahydro-2/7~ indeno[5,6-/?]furan (4.49 g, yield: 95%) as a yellow' solid.
  • 5
  • [ 1470-94-6 ]
  • [ 20895-52-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: aluminum (III) chloride / dichloromethane / 18 h / 0 °C / Inert atmosphere 2: sodium acetate / ethanol / 10 h / 60 °C
  • 6
  • 2-chloro-1-(6-hydroxy-2,3-dihydro-1H-inden-5-yl)ethanone [ No CAS ]
  • [ 20895-52-7 ]
YieldReaction ConditionsOperation in experiment
With sodium acetate In ethanol at 60℃; for 10h; 223-226.2 Step 2 - Synthesis of 6, 7-dihydro-2H4ndeno[5, 6-b ]fiiran-3(5H)-om A mixture of 2-chloro-l -(6-hydroxy-2,3-dihydro-l//-inden-5-yl)ethanone (10.8 g, 51 .3 mmol) and NaOAc (5.05 g, 61.5 mmol) in EtOH (320 mL) was stirred at 60 °C for 10 hours. The reaction mixture was concenteated and wter (250 mL) ws added. The reusulting precipitate was filtered and dried to give 6,7~dihydro-2i7-mdeno[5,6~/>]furan~3(5//)-one (8.16 g, yield: 91%) as a yellow solid. NMR (400 MHz, DMSO~ti6): d = 7.38 (s, 1H), 7.10 (s, 1H), 4.76 (s, 2H), 2.92-2.88 (m, 2H), 2.83-2.80 Cm. 211). 2.05-2.02 (m, 2H).
  • 7
  • [ 20895-52-7 ]
  • 3-methyl-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 15 °C
  • 8
  • [ 20895-52-7 ]
  • 8-bromo-3-methyl-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 15 °C 3.1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C
  • 9
  • [ 20895-52-7 ]
  • tert-butyl (3-methyl-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan-8-yl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 15 °C 3.1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C 4.1: potassium <i>tert</i>-butylate; XPhos; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 100 °C / Inert atmosphere
  • 10
  • [ 20895-52-7 ]
  • tert-butyl (4-bromo-3-methyl-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan-8-yl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 15 °C 3.1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C 4.1: potassium <i>tert</i>-butylate; XPhos; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 100 °C / Inert atmosphere 5.1: N-Bromosuccinimide / acetonitrile / 2 h / 0 - 20 °C
  • 11
  • [ 20895-52-7 ]
  • 4-bromo-3-methyl-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan-8-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 15 °C 3.1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C 4.1: potassium <i>tert</i>-butylate; XPhos; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 100 °C / Inert atmosphere 5.1: N-Bromosuccinimide / acetonitrile / 2 h / 0 - 20 °C 6.1: hydrogenchloride / water; ethyl acetate / 1 h / 0 - 20 °C
  • 12
  • [ 20895-52-7 ]
  • 4-bromo-3-methyl-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 15 °C 3.1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C 4.1: potassium <i>tert</i>-butylate; XPhos; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 100 °C / Inert atmosphere 5.1: N-Bromosuccinimide / acetonitrile / 2 h / 0 - 20 °C 6.1: hydrogenchloride / water; ethyl acetate / 1 h / 0 - 20 °C 7.1: isopentyl nitrite / tetrahydrofuran / 3 h / 0 - 70 °C / Inert atmosphere
  • 13
  • [ 20895-52-7 ]
  • tert-butyl (3-methyl-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan-4-yl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 8 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 15 °C 3.1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C 4.1: potassium <i>tert</i>-butylate; XPhos; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 100 °C / Inert atmosphere 5.1: N-Bromosuccinimide / acetonitrile / 2 h / 0 - 20 °C 6.1: hydrogenchloride / water; ethyl acetate / 1 h / 0 - 20 °C 7.1: isopentyl nitrite / tetrahydrofuran / 3 h / 0 - 70 °C / Inert atmosphere 8.1: potassium <i>tert</i>-butylate; XPhos; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 100 °C / Inert atmosphere
  • 14
  • [ 20895-52-7 ]
  • 3-methyl-3,5,6,7-tetrahydro-2H-indeno[5,6-b]furan-4-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 9 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 15 °C 3.1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C 4.1: potassium <i>tert</i>-butylate; XPhos; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 100 °C / Inert atmosphere 5.1: N-Bromosuccinimide / acetonitrile / 2 h / 0 - 20 °C 6.1: hydrogenchloride / water; ethyl acetate / 1 h / 0 - 20 °C 7.1: isopentyl nitrite / tetrahydrofuran / 3 h / 0 - 70 °C / Inert atmosphere 8.1: potassium <i>tert</i>-butylate; XPhos; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 100 °C / Inert atmosphere 9.1: hydrogenchloride / water; ethyl acetate / 5 h / 0 - 20 °C
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