4-Chlorobenzylpiperazine → 1-[3-(4-Benzyloxycoumarin-7-yloxy)-2-hydroxypropyl]-4-(4-chlorobenzyl)piperazine

HRID 444215ノート

反応式

HRID 444215 の反応式
[CH2:1]([O:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH2:20][CH:21]3[O:23][CH2:22]3)=[CH:16][CH:17]=2)[O:12][C:11](=[O:24])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:25][C:26]1[CH:38]=[CH:37][C:29]([CH2:30][N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[CH:28][CH:27]=1>C(O)C>[CH2:1]([O:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH2:20][CH:21]([OH:23])[CH2:22][N:34]3[CH2:33][CH2:32][N:31]([CH2:30][C:29]4[CH:37]=[CH:38][C:26]([Cl:25])=[CH:27][CH:28]=4)[CH2:36][CH2:35]3)=[CH:16][CH:17]=2)[O:12][C:11](=[O:24])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 1348264-ChlorobenzylpiperazineHCID 134084084-Benzyloxy-7-(2,3-epoxypropyloxy)coumarin

生成物 1

HCID 134084121-[3-(4-Benzyloxycoumarin-7-yloxy)-2-hydroxypropyl]-4-(4-chlorobenzyl)piperazine収率 62.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 4-benzyloxy-7-(2,3-epoxypropyloxy)coumarin (8.48 g; 0.026 mole), 1-(4-chlorobenzyl)piperazine (6.20 g; 0.0295 mole) and ethanol (50 ml) were refluxed together for 90 mins and allowed to cool. Evaporation of the solvent in vacuo gave an oily residue which crystallized on trituration with petrol ether. Recrystallization from methanol gave 8.67 g (62%) of title compound of m.p. 130°-133° C., νmax (mull) 1720, 1615 cm-1 ; δ (CDCl3) 2.55 (10H, m); 3.20 (1H, m); 3.48 (2H, s); 4.07 (3H broad s); 5.20 (2H, s); 5.68 (1H, s); 6.89 (2H, m); 7.30 (4H, s); 7.45 (5H, s); 7.77 (1H, d, J 10 Hz). (Found: C, 67.72; H, 6.00; N, 5.29; Cl, 7.21; C30H31N2ClO5 requires; C, 67.34; H, 5.84; N, 5.24; Cl, 6.63%).

後処理

  1. temperaturewere refluxed together for 90 mins
  2. temperatureto cool
  3. customEvaporation of the solvent in vacuo
  4. customgave an oily residue which
  5. customcrystallized on trituration with petrol ether
  6. customRecrystallization from methanol

出典と根拠

ORDレコード
ord-1a0e7be5057f48f7a76558e8770c74e7
出典データセット
uspto-grants-1981_04
特許番号
US04263299

反応ノート

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