HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18977827, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | HCID 10662990 | HCID 10662990 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | HCID 18977827 | HCID 18977827 | 94% |
Reaction Steps
A solution of dibenzyl iminodiacetate (9.7 g, 0.031 mol) and triethylamine (4.05 g, 0.04 mol) in 30 ml of carbon tetrachloride was added dropwise to a solution of bromoacetyl bromide (8.88 g, 0.044 mol) in 20 ml of carbon tetrachloride at 0° C and stirring was continued for 30 min. After addition of water, the organic layer was washed with saturated-NaHCO3 solution and saturated-brine, dried with MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography [silica gel, hexane:EtOAc (3:1)]and yielded 12.66 g (94%) of Compound 1; NMR (CDCl3): δ 3.86 (s,2H), 4.25 (s,2H), 5.15 (s,2H), 5.19 (s,2H), 7.3-7.5 (m, 10H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05154914 |
| Source dataset | uspto-grants-1992_10 |
| ORD ID | ord-471eabd8e20a4e60a6e057d8f7874f97 |
| Source note | uspto-grants-1992_10 |