Reaction #4158434
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4fdd77420a3c4f538c231761869cf4d8No renderable structure data available
CC(=CC=O)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-methylbut-2-enal |
|---|---|
| IUPAC Name | — |
| CAS Number | 107-86-8 |
| Database ID | 61020 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-methylbut-2-enal (CAS 107-86-8) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 61020
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4fdd77420a3c4f538c231761869cf4d8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-14269015bb814ef2909284ac0a2ea38eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ab02199ebd9148aab359313131a0d0c9Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6d80f0c6793446d8a29a3b89d9d6bc38Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b63f4b38e65b4bfda9fe9345b349420eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f96b916c0a714f06bc94531689335158Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5dd1c69acfad46fab7d01b07c523ae40Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-088a345228a24d0d90bcc2e88984a2e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-E-3-benzylidene-1,3-dihydro-indol-2-one (10.0 mmol), N-methyl-glycine (14 mmol) and 3-methyl-but-2-enal (14 mmol) in 100 mL toluene was refluxed for 6 hours. The solvent was removed and the residue was purified on silica gel column to yield the product. was refluxed for 6 hours The solvent was removed the residue was purified on silica gel column to yield the product
Source ID: ord-5d96d77f21ce4146b3bc61d86ac27c52Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-E-3-benzylidene-1,3-dihydro-indol-2-one (10.0 mmol), N-methyl-glycine (14 mmol) and 3-methyl-but-2-enal (14 mmol) in 100 mL toluene was refluxed for 6 hours. The solvent was removed and the residue was purified on silica gel column to yield the product. was refluxed for 6 hours The solvent was removed the residue was purified on silica gel column to yield the product
Source ID: ord-384a3a6735e743518b428bc0def2a545Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Examples of reactions which can be carried out particularly expediently in the reactors according to the invention are, without this listing being exhaustive: dehydrogenations, for example, of cyclohexylidene-aniline to give diphenylamine and of cyclohexenyl-cyclohexanone to give o-phenylphenol; hydrogenations, for example, of nitrobenzene to give aniline and of phenol to give cyclohexanone; oxidative alcohol dehydrogenations, for example, of 3-methyl-3-buten-1-ol to give 3-methyl-2-buten-1-al; selective oxidations of hydrocarbons, for example, of n-butane to give maleic anhydride, of oxylene to give phthalic anhydride and of propene to give acrolein or acrylic acid and alkylations and halogenations.
Source ID: ord-d20fddd0836f4a3da7beff7e8dc9062bConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1.5 g of 3-methyl-benzo[d]isothiazol-6-ol in 26 ml of THF are added to a LDA solution previously prepared from 3.9 ml of diisopropylamine and 16.0 ml of n-butyllithium (1.6M in hexane) in 23 ml of THF and the mixture is stirred at -78° C. 2.5 ml of 3-methyl-2-butenal in 40 ml of THF are added. The reaction mixture is thawed overnight and neutralized with 3.9 ml of acetic acid in 20 ml of ether. The mixture is added to sodium hydrogen carbonate solution, the inorganic phase is extracted with ethyl acetate and the organic phases are washed with sodium chloride solution and dried. The crude product is purified by chromatography (silica gel, ethyl acetate:hexane 1:1). 1.5 g of (RS)-3-(2-hydroxy-4-methyl-pent-3-enyl)-benzo[d]isothiazol-6-ol are obtained. the inorganic phase is extracted with ethyl acetate the organic phases are washed with sodium chloride solution dried The crude product is purified by chromatography (silica gel, ethyl acetate:hexane 1:1)
Source ID: ord-4c99b9643117459f8cdb4bef669e8787PubChem References
These sources are listed in the compound's public database record.
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