No renderable structure data available
C1=CC=C(C=C1)COCCCC=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-phenylmethoxybutanal |
|---|---|
| IUPAC Name | — |
| CAS Number | 5470-84-8 |
| Database ID | 231559 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-phenylmethoxybutanal (CAS 5470-84-8) 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 231559
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-318a90fa796e462399bdb6363f933069Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8.0 g (44.9 mmol) of 4-benzyloxybutanal, 4.12 g (50.6 mmol) of dimethylammonium chloride and 3.95 ml (52.6 mmol) of 37% formaldehyde solution are kept at a bath temperature of 110° for one hour with stirring. The mixture is allowed to cool and is extracted three times with ether. The organic phases are washed with saturated sodium chloride solution, combined, dried over MgSO4, filtered and concentrated by evaporation. 4-benzyloxy-2-methylenebutanal is obtained in the form of a yellowish oil which can be reacted further without further purification. to cool is extracted three times with ether The organic phases are washed with saturated sodium chloride solution dried over MgSO4 filtered concentrated by evaporation
Source ID: ord-e4e5468ca4104247aa76852350049e30Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 36.6 g (170 mmol) of pyridinium chlorochromate are placed at room temperature in 120 ml of dichloromethane under N2, and a solution of 20.4 g (113 mmol) of 4-benzyloxybutanol in 20 ml of dichloromethane is added. The reaction mixture rapidly becomes dark and the reaction is slightly exothermic. The reaction mixture is stirred at room temperature for 31/2 hours. The supernatant dichloromethane phase is decanted off and concentrated by evaporation in a rotary evaporator. The residue is filtered over 100 g of silica gel. The product fractions are concentrated by evaporation in a rotary evaporator and distilled under a high vacuum over a 10 cm Vigreux column. 4-benzyloxybutanal is obtained, b.p.0.1 =72°-73°. The supernatant dichloromethane phase is decanted off concentrated by evaporation in a rotary evaporator The residue is filtered over 100 g of silica gel The product fractions are concentrated by evaporation in a rotary evaporator distilled under a high vacuum over a 10 cm Vigreux column
Source ID: ord-57466193e0174ca9916aeeb67f750b1aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-318a90fa796e462399bdb6363f933069Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8.0 g (44.9 mmol) of 4-benzyloxybutanal, 4.12 g (50.6 mmol) of dimethylammonium chloride and 3.95 ml (52.6 mmol) of 37% formaldehyde solution are kept at a bath temperature of 110° for one hour with stirring. The mixture is allowed to cool and is extracted three times with ether. The organic phases are washed with saturated sodium chloride solution, combined, dried over MgSO4, filtered and concentrated by evaporation. 4-benzyloxy-2-methylenebutanal is obtained in the form of a yellowish oil which can be reacted further without further purification. to cool is extracted three times with ether The organic phases are washed with saturated sodium chloride solution dried over MgSO4 filtered concentrated by evaporation
Source ID: ord-b9de7252a8154654ba4bb616359c0051Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 36.6 g (170 mmol) of pyridinium chlorochromate are placed at room temperature in 120 ml of dichloromethane under N2, and a solution of 20.4 g (113 mmol) of 4-benzyloxybutanol in 20 ml of dichloromethane is added. The reaction mixture rapidly becomes dark and the reaction is slightly exothermic. The reaction mixture is stirred at room temperature for 31/2 hours. The supernatant dichloromethane phase is decanted off and concentrated by evaporation in a rotary evaporator. The residue is filtered over 100 g of silica gel. The product fractions are concentrated by evaporation in a rotary evaporator and distilled under a high vacuum over a 10 cm Vigreux column. 4-benzyloxybutanal is obtained, b.p.0.1 =72°-73°. The supernatant dichloromethane phase is decanted off concentrated by evaporation in a rotary evaporator The residue is filtered over 100 g of silica gel The product fractions are concentrated by evaporation in a rotary evaporator distilled under a high vacuum over a 10 cm Vigreux column
Source ID: ord-55e2f4e69a324d91bf8b03c727c1b3b5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 36.6 g (170 mmol) of pyridinium chlorochromate are placed at room temperature in 120 ml of dichloromethane under N2, and a solution of 20.4 g (113 mmol) of 4-benzyloxybutanol in 20 ml of dichloromethane is added. The reaction mixture rapidly becomes dark and the reaction is slightly exothermic. The reaction mixture is stirred at room temperature for 31/2 hours. The supernatant dichloromethane phase is decanted off and concentrated by evaporation in a rotary evaporator. The residue is filtered over 100 g of silica gel. The product fractions are concentrated by evaporation in a rotary evaporator and distilled under a high vacuum over a 10 cm Vigreux column. 4-benzyloxybutanal is obtained, b.p.0.1 =72°-73°. The supernatant dichloromethane phase is decanted off concentrated by evaporation in a rotary evaporator The residue is filtered over 100 g of silica gel The product fractions are concentrated by evaporation in a rotary evaporator distilled under a high vacuum over a 10 cm Vigreux column
Source ID: ord-55e2f4e69a324d91bf8b03c727c1b3b5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8.0 g (44.9 mmol) of 4-benzyloxybutanal, 4.12 g (50.6 mmol) of dimethylammonium chloride and 3.95 ml (52.6 mmol) of 37% formaldehyde solution are kept at a bath temperature of 110° for one hour with stirring. The mixture is allowed to cool and is extracted three times with ether. The organic phases are washed with saturated sodium chloride solution, combined, dried over MgSO4, filtered and concentrated by evaporation. 4-benzyloxy-2-methylenebutanal is obtained in the form of a yellowish oil which can be reacted further without further purification. to cool is extracted three times with ether The organic phases are washed with saturated sodium chloride solution dried over MgSO4 filtered concentrated by evaporation
Source ID: ord-e4e5468ca4104247aa76852350049e30Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 36.6 g (170 mmol) of pyridinium chlorochromate are placed at room temperature in 120 ml of dichloromethane under N2, and a solution of 20.4 g (113 mmol) of 4-benzyloxybutanol in 20 ml of dichloromethane is added. The reaction mixture rapidly becomes dark and the reaction is slightly exothermic. The reaction mixture is stirred at room temperature for 31/2 hours. The supernatant dichloromethane phase is decanted off and concentrated by evaporation in a rotary evaporator. The residue is filtered over 100 g of silica gel. The product fractions are concentrated by evaporation in a rotary evaporator and distilled under a high vacuum over a 10 cm Vigreux column. 4-benzyloxybutanal is obtained, b.p.0.1 =72°-73°. The supernatant dichloromethane phase is decanted off concentrated by evaporation in a rotary evaporator The residue is filtered over 100 g of silica gel The product fractions are concentrated by evaporation in a rotary evaporator distilled under a high vacuum over a 10 cm Vigreux column
Source ID: ord-57466193e0174ca9916aeeb67f750b1aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 36.6 g (170 mmol) of pyridinium chlorochromate are placed at room temperature in 120 ml of dichloromethane under N2, and a solution of 20.4 g (113 mmol) of 4-benzyloxybutanol in 20 ml of dichloromethane is added. The reaction mixture rapidly becomes dark and the reaction is slightly exothermic. The reaction mixture is stirred at room temperature for 31/2 hours. The supernatant dichloromethane phase is decanted off and concentrated by evaporation in a rotary evaporator. The residue is filtered over 100 g of silica gel. The product fractions are concentrated by evaporation in a rotary evaporator and distilled under a high vacuum over a 10 cm Vigreux column. 4-benzyloxybutanal is obtained, b.p.0.1 =72°-73°. The supernatant dichloromethane phase is decanted off concentrated by evaporation in a rotary evaporator The residue is filtered over 100 g of silica gel The product fractions are concentrated by evaporation in a rotary evaporator distilled under a high vacuum over a 10 cm Vigreux column
Source ID: ord-57466193e0174ca9916aeeb67f750b1aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-benzyloxybutanal (1.463 g, 8.2 mmol), methyl-4-nitrobutyrate (1.29 g, 8.8 mmol) and (−)-sparteine (206 mg, 0.88 mmol) are combined and stirred at RT for 6 hours. EtOAc (5 mL) is added, and the solution is filtered through silica. The solvent is removed in vacuo to yield a pale yellow oil. the solution is filtered through silica The solvent is removed in vacuo to yield a pale yellow oil
Source ID: ord-9d4ca1a4aa13472e813b368569984535Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8.0 g (44.9 mmol) of 4-benzyloxybutanal, 4.12 g (50.6 mmol) of dimethylammonium chloride and 3.95 ml (52.6 mmol) of 37% formaldehyde solution are kept at a bath temperature of 110° for one hour with stirring. The mixture is allowed to cool and is extracted three times with ether. The organic phases are washed with saturated sodium chloride solution, combined, dried over MgSO4, filtered and concentrated by evaporation. 4-benzyloxy-2-methylenebutanal is obtained in the form of a yellowish oil which can be reacted further without further purification. to cool is extracted three times with ether The organic phases are washed with saturated sodium chloride solution dried over MgSO4 filtered concentrated by evaporation
Source ID: ord-b9de7252a8154654ba4bb616359c0051PubChem References
These sources are listed in the compound's public database record.
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