Chloride → 7-Phenylazepan-2-one

HRID 263483ノート

反応式

HRID 263483 の反応式
[C:1]1([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]2=[N:13]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.C1(C)C=CC(S(Cl)(=O)=[O:28])=CC=1.[Cl-]>O>[C:1]1([CH:7]2[NH:13][C:8](=[O:28])[CH2:9][CH2:10][CH2:11][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 312ChlorideHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 2758632-Phenylcyclohex-anone oxime

生成物 1

HCID 105595527-Phenylazepan-2-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To a 250 ml round-bottomed flask equipped with N2 inlet were added 7.33 g (38.8 mmol) 2-phenylcyclohexanone oxime (Chem. Ber., 55, 3664 (1922)) and 25 ml pyridine. The solution was cooled to 0° C., and 9.61 g (50.4 mmol) p-toluenesulfonyl chloride was added. The reaction was allowed to stir overnight as the ice melted, and then poured into water. Excess chloride was skimmed off the surface, and the reaction mixture was stirred at pH 4 for 3 hours. The precipitate was filtered, washed with water, and dried to a solid, 4.65 g (55%), mp 135°-137° C. (J. Am. Chem. Soc., 82, 4671 (1960) gives mp 139°-141° C.).

後処理

  1. customTo a 250 ml round-bottomed flask equipped with N2 inlet
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried to a solid, 4.65 g (55%), mp 135°-137° C. (J. Am. Chem. Soc., 82, 4671 (1960) gives mp 139°-141° C.)

出典と根拠

ORDレコード
ord-63666642e3534e789eac5e0c6485670b
出典データセット
uspto-grants-1997_07
特許番号
US05643904

反応ノート

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