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CC(C)CC1=C(C=C(C=C1)O)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-(2-methylpropyl)benzene-1,3-diol |
|---|---|
| IUPAC Name | — |
| CAS Number | 18979-62-9 |
| Database ID | 13951085 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-(2-methylpropyl)benzene-1,3-diol (CAS 18979-62-9) 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 13951085
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
11 reactions · 11 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-493a63e70944424190d5845306576b39Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Isobutyl-benzene-1,3-diol (1 eq)was taken up in BF3.Oet2 (6 eq) and aceticacid (2 eq) was added. The solution was heated for 16 hours at 90° C. than allowed to cool to room temperature. The solution was added drop wise to 10% NaOAc (aq) and allowed to stand for 4 hours, before being extracted twice with diethyl ether. The organic phases were combined and washed with sat. NaHCO3 (aq), then dried over magnesium sulfate, filtered and concentrated in vacuo to give 1-(2,4-dihydroxy-5-isobutyl-phenyl)-ethanone, which was used without additional purification. to cool to room temperature before being extracted twice with diethyl ether washed with sat. NaHCO3 (aq) dried over magnesium sulfate filtered concentrated in vacuo
Source ID: ord-932f18fd852d41a18dd0b27a9bbd0d55Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Isobutyl-benzene-1,3-diol (1 eq)was taken up in BF3.Oet2 (6 eq) and aceticacid (2 eq) was added. The solution was heated for 16 hours at 90° C. than allowed to cool to room temperature. The solution was added drop wise to 10% NaOAc (aq) and allowed to stand for 4 hours, before being extracted twice with diethyl ether. The organic phases were combined and washed with sat. NaHCO3 (aq), then dried over magnesium sulfate, filtered and concentrated in vacuo to give 1-(2,4-dihydroxy-5-isobutyl-phenyl)-ethanone, which was used without additional purification. to cool to room temperature before being extracted twice with diethyl ether washed with sat. NaHCO3 (aq) dried over magnesium sulfate filtered concentrated in vacuo
Source ID: ord-932f18fd852d41a18dd0b27a9bbd0d55Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl chloroformate (3 eq) was added slowly to a cooled (0° C.) solution of 1-(2,4-dihydroxy-phenyl)-2-methyl-propan-1-one (1 eq) and triethylamine (3 eq) in THF. The mixture was warmed to ambient temperature and stirred for three hours before being filtered and the solids washed with cold THF. The combined filtrates were cooled to 0° C. and sodium borohydride (4 eq) in a volume of water equal to the THF filtrates added slowly. The mixture was warmed to ambient temperature, stirred for three hours and diluted with water. The mixture was twice extracted with diethyl ether, the combined extracts concentrated to dryness and re-suspended in 10% aqueous sodium hydroxide solution (4 eq). After refluxing for 90 minutes, the mixture was cooled, acidified with 5M aq HCl and twice extracted with diethyl ether. The organic extracts were dired over magnesium sulphate, filtered and concentrated to dryness to give 4-isobutyl-benzene-1,3-diol as a cloudy oil, which was used without further purification. before being filtered the solids washed with cold THF The combined filtrates were cooled to 0° C. The mixture was warmed to ambient temperature stirred for three hours The mixture was twice extracted with diethyl ether the combined extracts concentrated to dryness After refluxing for 90 minutes the mixture was cooled twice extracted with diethyl ether filtered concentrated to dryness
Source ID: ord-2b8ee1447b5b40ecb241827a04d92efaConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-493a63e70944424190d5845306576b39Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Isobutyl-benzene-1,3-diol (1 eq) was taken up in BF3.OEt2 (6 eq) and acetic acid (2 eq) was added. The solution was heated for 16 hours at 90° C. than allowed to cool to room temperature. The solution was added drop wise to 10% NaOAc (aq) and allowed to stand for 4 hours, before being extracted twice with diethyl ether. The organic phases were combined and washed with sat. NaHCO3 (aq), then dried over magnesium sulfate, filtered and concentrated in vacuo to give 1-(2,4-dihydroxy-5-isobutyl-phenyl)-ethanone, which was used without additional purification. to cool to room temperature before being extracted twice with diethyl ether washed with sat. NaHCO3 (aq) dried over magnesium sulfate filtered concentrated in vacuo
Source ID: ord-61cd99a26c8b41a88026c030debdb936Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl chloroformate (3 eq) was added slowly to a cooled (0° C.) solution of 1-(2,4-dihydroxy-phenyl)-2-methyl-propan-1-one (1 eq) and triethylamine (3 eq) in THF. The mixture was warmed to ambient temperature and stirred for three hours before being filtered and the solids washed with cold THF. The combined filtrates were cooled to 0° C. and sodium borohydride (4 eq) in a volume of water equal to the THF filtrates added slowly. The mixture was warmed to ambient temperature, stirred for three hours and diluted with water. The mixture was twice extracted with diethyl ether, the combined extracts concentrated to dryness and re-suspended in 10% aqueous sodium hydroxide solution (4 eq). After refluxing for 90 minutes, the mixture was cooled, acidified with 5M aq HCl and twice extracted with diethyl ether. The organic extracts were dried over magnesium sulphate, filtered and concentrated to dryness to give 4-isobutyl-benzene-1,3-diol as a cloudy oil, which was used without further purification. before being filtered the solids washed with cold THF The combined filtrates were cooled to 0° C. The mixture was warmed to ambient temperature stirred for three hours The mixture was twice extracted with diethyl ether the combined extracts concentrated to dryness After refluxing for 90 minutes the mixture was cooled twice extracted with diethyl ether The organic extracts were dried over magnesium sulphate filtered concentrated to dryness
Source ID: ord-e3aa500e5c6b49e4b137e1c53512d89bConditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Isobutyl-benzene-1,3-diol (1 eq) was taken up in BF3.OEt2 (6 eq) and acetic acid (2 eq) was added. The solution was heated for 16 hours at 90° C. than allowed to cool to room temperature. The solution was added drop wise to 10% NaOAc (aq) and allowed to stand for 4 hours, before being extracted twice with diethyl ether. The organic phases were combined and washed with sat. NaHCO3 (aq), then dried over magnesium sulfate, filtered and concentrated in vacuo to give 1-(2,4-dihydroxy-5-isobutyl-phenyl)-ethanone, which was used without additional purification. to cool to room temperature before being extracted twice with diethyl ether washed with sat. NaHCO3 (aq) dried over magnesium sulfate filtered concentrated in vacuo
Source ID: ord-db4a9c568f8f4b1e9f8133dc075f8499Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl chloroformate (3 eq) was added slowly to a cooled (0° C.) solution of 1-(2,4-dihydroxy-phenyl)-2-methyl-propan-1-one (1 eq) and triethylamine (3 eq) in THF. The mixture was warmed to ambient temperature and stirred for three hours before being filtered and the solids washed with cold THF. The combined filtrates were cooled to 0° C. and sodium borohydride (4 eq) in a volume of water equal to the THF filtrates added slowly. The mixture was warmed to ambient temperature, stirred for three hours and diluted with water. The mixture was twice extracted with diethyl ether, the combined extracts concentrated to dryness and re-suspended in 10% aqueous sodium hydroxide solution (4 eq). After refluxing for 90 minutes, the mixture was cooled, acidified with 5M aq HCl and twice extracted with diethyl ether. The organic extracts were dried over magnesium sulphate, filtered and concentrated to dryness to give 4-isobutyl-benzene-1,3-diol as a cloudy oil, which was used without further purification. before being filtered the solids washed with cold THF The combined filtrates were cooled to 0° C. The mixture was warmed to ambient temperature stirred for three hours The mixture was twice extracted with diethyl ether the combined extracts concentrated to dryness After refluxing for 90 minutes the mixture was cooled twice extracted with diethyl ether The organic extracts were dried over magnesium sulphate filtered concentrated to dryness
Source ID: ord-1f8ab1b28ca24902bb5c281488d8c5b4Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Isobutyl-benzene-1,3-diol (1 eq)was taken up in BF3.Oet2 (6 eq) and aceticacid (2 eq) was added. The solution was heated for 16 hours at 90° C. than allowed to cool to room temperature. The solution was added drop wise to 10% NaOAc (aq) and allowed to stand for 4 hours, before being extracted twice with diethyl ether. The organic phases were combined and washed with sat. NaHCO3 (aq), then dried over magnesium sulfate, filtered and concentrated in vacuo to give 1-(2,4-dihydroxy-5-isobutyl-phenyl)-ethanone, which was used without additional purification. to cool to room temperature before being extracted twice with diethyl ether washed with sat. NaHCO3 (aq) dried over magnesium sulfate filtered concentrated in vacuo
Source ID: ord-932f18fd852d41a18dd0b27a9bbd0d55Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl chloroformate (3 eq) was added slowly to a cooled (0° C.) solution of 1-(2,4-dihydroxy-phenyl)-2-methyl-propan-1-one (1 eq) and triethylamine (3 eq) in THF. The mixture was warmed to ambient temperature and stirred for three hours before being filtered and the solids washed with cold THF. The combined filtrates were cooled to 0° C. and sodium borohydride (4 eq) in a volume of water equal to the THF filtrates added slowly. The mixture was warmed to ambient temperature, stirred for three hours and diluted with water. The mixture was twice extracted with diethyl ether, the combined extracts concentrated to dryness and re-suspended in 10% aqueous sodium hydroxide solution (4 eq). After refluxing for 90 minutes, the mixture was cooled, acidified with 5M aq HCl and twice extracted with diethyl ether. The organic extracts were dired over magnesium sulphate, filtered and concentrated to dryness to give 4-isobutyl-benzene-1,3-diol as a cloudy oil, which was used without further purification. before being filtered the solids washed with cold THF The combined filtrates were cooled to 0° C. The mixture was warmed to ambient temperature stirred for three hours The mixture was twice extracted with diethyl ether the combined extracts concentrated to dryness After refluxing for 90 minutes the mixture was cooled twice extracted with diethyl ether filtered concentrated to dryness
Source ID: ord-2b8ee1447b5b40ecb241827a04d92efaPubChem References
These sources are listed in the compound's public database record.
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