| Identification | Back Directory | [Name]
1-Chloroisobutyl propionate | [CAS]
58304-65-7 | [Synonyms]
1-chloroisobutyl propionate
PROPIONIC ACID-1-CHLOROISOBUTYL
1-CHLOROISOBUTYL PROPIONATE,85+%
1-Chloro-2-Methylpropyl Propanoate
1-Propanol, 1-chloro-2-methyl-, propanoate
1-Propanol, 1-chloro-2-methyl-, 1-propanoate
1-Chloroisobutyl propionate (Technical Grade) | [Molecular Formula]
C7H13ClO2 | [MDL Number]
MFCD09033184 | [MOL File]
58304-65-7.mol | [Molecular Weight]
164.63 |
| Chemical Properties | Back Directory | [Boiling point ]
166.7°C | [density ]
1.030 | [Fp ]
56°C | [storage temp. ]
2-8°C | [solubility ]
Chloroform | [Appearance]
Colorless to light yellow Liquid |
| Hazard Information | Back Directory | [Uses]
Intermediate in the preparation of Fosinopril | [Uses]
Intermediate in the preparation of Fosinopril (F727800) derivatives. | [Synthesis]
Isobutyraldehyde (3 g, 41.6 mmol) was slowly added dropwise to propionyl chloride (3.85 g, 41.6 mmol) cooled to 0-5 °C under nitrogen protection, keeping the temperature in the range 0-5 °C. The reaction mixture was stirred continuously at this temperature for 4 hours. Upon completion of the reaction, the mixture was vacuum distilled at 50 °C to remove the volatile components, resulting in 2.59 g of a colorless liquid product, i.e., isobutyl propionyl-1-chloride (yield: 38%). The structure of the product was confirmed by 1H-NMR and 13C-NMR: 1H-NMR (CDCl3, 500MHz) δ 1.06 (t, J = 7.0Hz, 6H), 7.60 (t, J = 7.5Hz, 3H), 2.13-2.17 (m, 1H), 2.39 (q, J = 7.5Hz, 2H), 6.31 (d, J = 4.5 Hz, 1H); 13C-NMR (CDCl3, 125MHz) δ 8.66, 17.25, 17.36, 27.49, 35.19, 88.61, 172.16. | [References]
[1] Patent: US2008/125483, 2008, A1. Location in patent: Page/Page column 9
[2] Patent: WO2009/118580, 2009, A2. Location in patent: Page/Page column 23-24
[3] Patent: US2014/56849, 2014, A1. Location in patent: Paragraph 0306-0308
[4] Patent: CN103626765, 2016, B. Location in patent: Paragraph 0402; 0404; 0405
[5] Journal of the American Chemical Society, 1921, vol. 43, p. 665 |
|
|