Phenylacetyl chloride → HCID 5152095、化合物

温度

0 °C

Heptan-1-amine (1 g, 8.679 mmol) was dissolved in dry THF under N2 and polymer supported N-benzyl-N,N-diisopropylamine (4.955 g, 26.038 mmol) was added. The mixture was stirred for 30 min and cooled to 0° C. and phenylacetyl chloride (1.610 g, 10.415 mmol) was added. The solution was stirred overnight at room temperature. The excess of phenylacetyl chloride was removed by filtering the mixture through an NH2 cartridge. The solvent was removed by evaporation. The crude was purified by preparative HPLC (started with isocratic acetonitrile/buffer 60/40 and then the acetonitrile concentration was increased to 100%, the buffer was a mixture of acetonitrile/water 10/90 and ammonium acetate (0.1 M, column KR-100-7-C8, 50 mm×250 mm, flow 40 ml/min). The product containing fractions were pooled and the acetonitrile was removed by evaporation. EtOAc (10 ml) was added and the organic phase was washed with two portions of brine and dried (MgSO4) and the solvent was removed by evaporation to give 0.886 g of N-heptyl-2-phenylacetamide (yield 43.7%).

1. additionwas added
2. stirringThe solution was stirred overnight at room temperature
3. customThe excess of phenylacetyl chloride was removed
4. filtrationby filtering the mixture through an NH2 cartridge
5. customThe solvent was removed by evaporation
6. customThe crude was purified by preparative HPLC (
7. concentrationthe acetonitrile concentration
8. temperaturewas increased to 100%
9. additiona mixture of acetonitrile/water 10/90 and ammonium acetate (0.1 M, column KR-100-7-C8, 50 mm×250 mm, flow 40 ml/min)
10. additionThe product containing fractions
11. customthe acetonitrile was removed by evaporation
12. additionEtOAc (10 ml) was added
13. washthe organic phase was washed with two portions of brine
14. dry with materialdried (MgSO4)
15. customthe solvent was removed by evaporation

ORDレコード

ord-6da43c97aa284db9a2c44cad75804bb2

出典データセット

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07521461B2