HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Butanol → HCID 22277858, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Hydroxy-3-iodo-5-nitrobenzaldehyde | HCID 1494374 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22277858 | HCID 22277858 | 73.3% |
Reaction Steps
To a slurry of 4-hydroxy-3-iodo-5-nitrobenzaldehyde (3.16 g, 10.7 mmol) in THF (100 ml) was added n-butanol (1.94 ml, 21.5 mmol), triphenyl phosphine (3.10 g, 11.8 mmol) and diethylazodicarboxylate (1.85 ml, 11.8 mmol). The mixture was stirred 18 h then filtered and all volatiles removed the residue was chromatographed on silica to afford the title compound (2.74 g, 73%).). 1H NMR (400 MHz, CDCl3) δ 9.94 (s, 1H), 8.54 (d, j=2.0 Hz, 1H), 8.28 (d, j=2.0 Hz, 1H), 4.18 (t, j=6.5, 2H), 1.86-1.94 (m, 2H), 1.52-1.61 (m, 2H), 1.01 (t, j=7.1 Hz, 3H). M+1=350.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06967220B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-f57687c3c302453c90c3025d67c161a4 |
| Source note | uspto-grants-2005_11 |