HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl morpholine oxide → 3-Chloro-1-benzothiophene-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | (3-Chloro-1-benzothien-2-yl)methanol | HCID 821965 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Chloro-1-benzothiophene-2-carbaldehyde | HCID 818121 | 84.7% |
Reaction Steps
A solution of alcohol 12 (4.32 g, 21.6 mmol) in 40 mL of CH2Cl2 was treated with 4 A molecular sieves, NMO (3.81 g, 32.5 mmol), and TPAP (381 mg, 1.08 mmol). The reaction was stirred for 10 min. and then was evaporated to dryness. Purification by flash chromatography on silica gel (2% ethyl acetate/hexane) gave 3.52 g (18.3 mmol, 84%) of the aldehyde (13).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156810B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-6d8994bea6a443a68083f258c301a568 |
| Source note | uspto-grants-2015_10 |