HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532829Generated: October 27, 2026
4-Methylmorpholine → Methyl 4-hydroxymethyl-2-phenylbenzoate
https://huagongshe.com/reaction/1532829
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2-Phenylterephthalic acid mono methyl ester | HCID 85732474 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 4-hydroxymethyl-2-phenylbenzoate | HCID 10824066 | — |
Reaction Steps
The resultant acid from Example 16A (1.0 equivalent) is treated with a slight excess of N-methylmorpholine (1.1 equivalent) and isobutylchloroformate (1.0 equivalent) in THF at 0° C. The mixture is then treated with NaBH4 (1.0 equivalent) and aqueous NaHCO3 and stirred at 0° C. until the reaction is judged complete by TLC analysis. The mixture is poured into dilute aqueous acid and extracted into ethyl acetate which is dried and evaporated. The product is purified by chromatography on silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06204293B1 |
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| Source dataset | uspto-grants-2001_03 |
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| ORD ID | ord-1b21a5bbf6634de08a13ff50f1bbd1e4 |
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| Source note | uspto-grants-2001_03 |
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