HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(2-Hydroxyethoxy)benzaldehyde → {2-[2-(2-Hydroxy-ethoxy)-benzylamino]-5-prop-2-ynyloxy-phenyl}-(4-isopropyl-phenyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(2-Hydroxyethoxy)benzaldehyde | HCID 93989 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | (2-Amino-5-(prop-2-yn-1-yloxy)phenyl)(4-isopropylphenyl)methanone | HCID 45139628 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {2-[2-(2-Hydroxy-ethoxy)-benzylamino]-5-prop-2-ynyloxy-phenyl}-(4-isopropyl-phenyl)-methanone | HCID 10433518 | — |
Reaction Steps
To a solution of 100 mg (0.341 mmol) (2-amino-5-propargyloxy-phenyl)-(4-isopropyl-phenyl)-methanone in 1.5 ml CH2Cl2 is added 61 mg (0.36 mmol) 2-(2-hydroxyethoxy)benzaldehyde and 84 mg (0.38 mmol) sodium triacetoxyborohydride. The mixture is stirred at r.t. for two days, diluted with water and extracted with CH2Cl2. Purification of the crude product by chromatography (ethyl acetate/hexanes 1:1) affords a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569317B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-e92407246ef543e783a11e1a94a1e4fc |
| Source note | uspto-grants-2013_10 |