Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Phenylbenzoyl chloride | HCID 84151 | — |
| Reactant | Glycine methyl ester hydrochloride | HCID 122755 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 3637091 | HCID 3637091 | 62% |
Reaction Steps
Dichloromethane (50 mL) and then triethylamine (11.2 mL, 79.6 mmol, 2.0 eq) were added to glycine methyl ester hydrochloride (5.0 g, 39.8 mmol, 1.0 eq). The mixture was stirred and cooled to −5° C. using an ice/methanol bath. A suspension of biphenyl-4-carbonyl chloride (8.26 g, 39.8 mmol, 1.0 eq) in dichloromethane (25 mL) was added over 22 minutes. The mixture was stirred for 3 hours at −5° C., and then left to stir at room temperature overnight (16 hours). Water (75 mL) was added and the mixture was stirred rapidly for 30 minutes at room temperature. The layers were separated. The organic layer was washed with water (75 mL), then evaporated to dryness using a rotary evaporator to give an off-white solid (6.58 g, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07217708B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-3ff8b6058a3b4907be69335a8bdcde52 |
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| Source note | uspto-grants-2007_05 |
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