Reaction #4020686
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-57322ee5de6d4a538756ea3b1823f8d6No renderable structure data available
COC1=C(C=C(C=C1)C=O)OC(=O)C2=CC=CC=C2Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (5-formyl-2-methoxyphenyl) benzoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 53440-24-7 |
| Database ID | 958138 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(5-formyl-2-methoxyphenyl) benzoate (CAS 53440-24-7) 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 958138
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-57322ee5de6d4a538756ea3b1823f8d6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred solution of potassium permanganate (28 g) in acetone (200 mL) is treated with 2-methoxy-5-formylphenyl benzoate (35.2 g; that is prepared as described in Reference Example 8), and the resulting vigorously reacting mixture is cooled in an ice bath. It is then stirred at room temperature for 3 hours. The mixture is then concentrated and the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL). The resulting white solid is filtered off, washed well with water (200 mL), and dried, to give 3-benzoyloxy-4-methoxy-benzoic acid (29.3 g), m.p. 180°-183° C. that is prepared is cooled in an ice bath The mixture is then concentrated the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL) The resulting white solid is filtered off washed well with water (200 mL) dried
Source ID: ord-bced212a8d7447a38348b5cbe90fa20aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred suspension of 3-hydroxy-4-methoxybenzaldehyde (50 g) in water (200 mL) at between 0° and 5° C. is treated dropwise with an aqueous solution of sodium hydroxide (200 mL; 20% w/v), followed at between 0° and 5° C. by benzoyl chloride (38 mL). The reaction mixture is stirred at between 0° and 5° C. for 1 hour and then it is allowed to warm to room temperature and is stirred for a further period of 2 hours. The resulting solution is extracted with dichloromethane (2×200 mL) and the combined extract is washed with water (200 mL), dried over magnesium sulfate and concentrated, to give 2-methoxy-5-formylphenyl benzoate (35.2 g), m.p. 70°-72° C. is stirred for a further period of 2 hours The resulting solution is extracted with dichloromethane (2×200 mL) the combined extract is washed with water (200 mL) dried over magnesium sulfate concentrated
Source ID: ord-8e02507b7c0047c19871931ac239b759Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred solution of potassium permanganate (28 g) in acetone (200 mL) is treated with 2-methoxy-5-formylphenyl benzoate (35.2 g; that is prepared as described in Reference Example 8), and the resulting vigorously reacting mixture is cooled in an ice bath. It is then stirred at room temperature for 3 hours. The mixture is then concentrated and the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL). The resulting white solid is filtered off, washed well with water (200 mL), and dried, to give 3-benzoyloxy-4-methoxy-benzoic acid (29.3 g), m.p. 180°-183° C. that is prepared is cooled in an ice bath The mixture is then concentrated the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL) The resulting white solid is filtered off washed well with water (200 mL) dried
Source ID: ord-bced212a8d7447a38348b5cbe90fa20aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred solution of potassium permanganate (28 g) in acetone (200 mL) is treated with 2-methoxy-5-formylphenyl benzoate (35.2 g; that is prepared as described in Reference Example 8), and the resulting vigorously reacting mixture is cooled in an ice bath. It is then stirred at room temperature for 3 hours. The mixture is then concentrated and the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL). The resulting white solid is filtered off, washed well with water (200 mL), and dried, to give 3-benzoyloxy-4-methoxy-benzoic acid (29.3 g), m.p. 180°-183° C. that is prepared is cooled in an ice bath The mixture is then concentrated the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL) The resulting white solid is filtered off washed well with water (200 mL) dried
Source ID: ord-bced212a8d7447a38348b5cbe90fa20aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred suspension of 3-hydroxy-4-methoxybenzaldehyde (50 g) in water (200 mL) at between 0° and 5° C. is treated dropwise with an aqueous solution of sodium hydroxide (200 mL; 20% w/v), followed at between 0° and 5° C. by benzoyl chloride (38 mL). The reaction mixture is stirred at between 0° and 5° C. for 1 hour and then it is allowed to warm to room temperature and is stirred for a further period of 2 hours. The resulting solution is extracted with dichloromethane (2×200 mL) and the combined extract is washed with water (200 mL), dried over magnesium sulfate and concentrated, to give 2-methoxy-5-formylphenyl benzoate (35.2 g), m.p. 70°-72° C. is stirred for a further period of 2 hours The resulting solution is extracted with dichloromethane (2×200 mL) the combined extract is washed with water (200 mL) dried over magnesium sulfate concentrated
Source ID: ord-8e02507b7c0047c19871931ac239b759Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred suspension of 3-hydroxy-4-methoxybenzaldehyde (50 g) in water (200 mL) at between 0° and 5° C. is treated dropwise with an aqueous solution of sodium hydroxide (200 mL; 20% w/v), followed at between 0° and 5° C. by benzoyl chloride (38 mL). The reaction mixture is stirred at between 0° and 5° C. for 1 hour and then it is allowed to warm to room temperature and is stirred for a further period of 2 hours. The resulting solution is extracted with dichloromethane (2×200 mL) and the combined extract is washed with water (200 mL), dried over magnesium sulfate and concentrated, to give 2-methoxy-5-formylphenyl benzoate (35.2 g), m.p. 70°-72° C. is stirred for a further period of 2 hours The resulting solution is extracted with dichloromethane (2×200 mL) the combined extract is washed with water (200 mL) dried over magnesium sulfate concentrated
Source ID: ord-8e02507b7c0047c19871931ac239b759Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-57322ee5de6d4a538756ea3b1823f8d6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred solution of potassium permanganate (28 g) in acetone (200 mL) is treated with 2-methoxy-5-formylphenyl benzoate (35.2 g; that is prepared as described in Reference Example 8), and the resulting vigorously reacting mixture is cooled in an ice bath. It is then stirred at room temperature for 3 hours. The mixture is then concentrated and the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL). The resulting white solid is filtered off, washed well with water (200 mL), and dried, to give 3-benzoyloxy-4-methoxy-benzoic acid (29.3 g), m.p. 180°-183° C. that is prepared is cooled in an ice bath The mixture is then concentrated the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL) The resulting white solid is filtered off washed well with water (200 mL) dried
Source ID: ord-757014e24402426292daf58bd63abe8dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred suspension of 3-hydroxy-4-methoxybenzaldehyde (50 g) in water (200 mL) at between 0° and 5° C. is treated dropwise with an aqueous solution of sodium hydroxide (200 mL; 20% w/v), followed at between 0° and 5° C. by benzoyl chloride (38 mL). The reaction mixture is stirred at between 0° and 5° C. for 1 hour and then it is allowed to warm to room temperature and is stirred for a further period of 2 hours. The resulting solution is extracted with dichloromethane (2×200 mL) and the combined extract is washed with water (200 mL), dried over magnesium sulfate and concentrated, to give 2-methoxy-5-formylphenyl benzoate (35.2 g), m.p. 70°-72° C. is stirred for a further period of 2 hours The resulting solution is extracted with dichloromethane (2×200 mL) the combined extract is washed with water (200 mL) dried over magnesium sulfate concentrated
Source ID: ord-768a5e398db246278853267f7c095fa8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred solution of potassium permanganate (28 g) in acetone (200 mL) is treated with 2-methoxy-5-formylphenyl benzoate (35.2 g; that is prepared as described in Reference Example 8), and the resulting vigorously reacting mixture is cooled in an ice bath. It is then stirred at room temperature for 3 hours. The mixture is then concentrated and the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL). The resulting white solid is filtered off, washed well with water (200 mL), and dried, to give 3-benzoyloxy-4-methoxy-benzoic acid (29.3 g), m.p. 180-183° C. that is prepared is cooled in an ice bath The mixture is then concentrated the residue is treated with saturated aqueous sodium metabisulfite solution (300 mL) The resulting white solid is filtered off washed well with water (200 mL) dried
Source ID: ord-52fa016e2a3042aab6fe0e70a21838a2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred suspension of 3-hydroxy-4-methoxybenzaldehyde (50 g) in water (200 mL) at between 0 and 5° C. is treated dropwise with an aqueous solution of sodium hydroxide (200 mL; 20% w/v), followed at between 0 and 5° C. by benzoyl chloride (38 mL). The reaction mixture is stirred at between 0 and 5° C. for 1 hour and then it is allowed to warm to room temperature and is stirred for a further period of 2 hours. The resulting solution is extracted with dichloromethane (2×200 mL) and the combined extract is washed with water (200 mL), dried over magnesium sulfate and concentrated, to give 2-methoxy-5-formylphenyl benzoate (35.2 g), m.p. 70-72° C. is stirred for a further period of 2 hours The resulting solution is extracted with dichloromethane (2×200 mL) the combined extract is washed with water (200 mL) dried over magnesium sulfate concentrated
Source ID: ord-b9b2405d78aa4a64907597e6bb5303caPubChem References
These sources are listed in the compound's public database record.
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