HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-Boc-4-Hydroxyphenyl-DL-glycine | HCID 4189925 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl ester | HCID 20559123 | 99.6% |
Reaction Steps
A solution of N-tert-butoxycarbonyl-2-(4-hydroxyphenyl) glycine (9.18 g.), phenacyl bromide (6.86 g.) and sodium hydroxide (1.37 g.) in N,N-dimethylformamide (100 ml.) was stirred for 4 hours at ambient temperature. The reaction mixture was poured into water (500 ml.) and extracted three times with every 50 ml. portions of ethyl acetate. The combined extract was washed with water, dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give an oily N-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl ester (13.19 g.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04264498 |
| Source dataset | uspto-grants-1981_04 |
| ORD ID | ord-a0cd57081ebf4a2eb7bdb5177d46e5e6 |
| Source note | uspto-grants-1981_04 |