Thionyl Chloride → HCID 23295002、化合物

HRID 1955265

反応式

HRID 1955265 の反応式
[C:1]1([C:7]2([C:11]([OH:13])=[O:12])[CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=S(Cl)[Cl:16].[CH:18]([N:21]([CH:25](O)[CH3:26])[CH:22](C)[CH3:23])(C)[CH3:19]>>[ClH:16].[C:1]1([C:7]2([C:11]([O:13][CH2:19][CH2:18][N:21]([CH2:25][CH3:26])[CH2:22][CH3:23])=[O:12])[CH2:8][CH2:9][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 3

HCID 24386Thionyl ChlorideHCID 2771711-Phenylcyclobutanecarboxylic acidHCID 22348659HCID 22348659、化合物

生成物 1

HCID 23295002HCID 23295002、化合物

反応条件

温度
80 °C

実験手順

1-Phenylcyclobutanecarboxylic acid (1.9 mmol) was refluxed with SOCl2 (5 mL). After 0.5 h, the reaction mixture was evaporated and the residue dissolved in toluene. Diisopropylaminoethanol (3.8 mmol) was added and the mixture was heated at 80° C. for 1.5 h. The reaction mixture was filtered and chromatographed on silica gel using toluene-Et3N 95:5 as eluent. The yield was 1.3 g (73%); mp 137-139° C.; 1H NMR (D2O) δ 1.25 (t, 6H), 1.92-2.01 (m, 1H), 2.07-2.16 (m, 1H), 2.64 (m, 2H), 2.89 (m, 2H), 3.11 (q, 4H), 3.50 (t, 2H), 4.48 (t, 2H), 7.44 (m, 1H), 7.48 (m, 2H), 7.53 (m, 2H). Anal. (C17H25NO2.HCl) C, H, N.

後処理

  1. customthe reaction mixture was evaporated
  2. dissolutionthe residue dissolved in toluene
  3. filtrationThe reaction mixture was filtered
  4. customchromatographed on silica gel

出典と根拠

ORDレコード
ord-18f4d0e48b7145678c6c6cd10f086ed9
出典データセット
uspto-grants-2000_09
特許番号
US06124354

関連ノート

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