Acetone → 4-(4-iodo-1H-pyrazol-1-yl)cyclohexanone

HRID 389442

反応式

O1[C:5]2([CH2:10][CH2:9][CH:8]([N:11]3[CH:15]=[C:14]([I:16])[CH:13]=[N:12]3)[CH2:7][CH2:6]2)[O:4]CC1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.CC(C)=O>O>[I:16][C:14]1[CH:13]=[N:12][N:11]([CH:8]2[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]2)[CH:15]=1

参加物

反応条件

温度: 60 °C

実験手順

A mixture of 1-(1,4-dioxa-spiro[4.5]dec-8-yl)-4-iodo-1H-pyrazole (338 mg, 1.00 mmol), pyridinium p-toluenesulfonate (518 mg, 2.00 mmol), acetone (15 mL) and H2O (15 mL) was heated at 60° C. for 2 d. The mixture was extracted with EtOAc (3×30 mL). The combined extracts were washed with water (3×30 mL), brine (30 mL), dried over MgSO4, and concentrated in vacuo leaving 273 mg (89%) of the title compound as a white solid. 1H NMR (400 MHz, CDCl3): δ 2.23-2.63 (m, 8 H), 4.57-4.64 (m, 1 H), 7.51 (s, 1 H), 7.54 (s, 1 H). MS (ESI): 291.09 [M+H]+; HPLC tR=2.80 min.

後処理

extractionThe mixture was extracted with EtOAc (3×30 mL)
washThe combined extracts were washed with water (3×30 mL), brine (30 mL)
dry with materialdried over MgSO4
concentrationconcentrated in vacuo

出典と根拠

ORDレコード: ord-dadb140749e848dcafc4fa6e18ef3b03
出典データセット: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08378104B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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