Ethanol → 4-Benzofuran-2-yl-2,8-dimethyl-1,2,3,4-tetrahydroisoquinoline, maleate salt

HRID 1526706

反応式

HRID 1526706 の反応式
[C:1]([C:4]1[O:5][C:6]2[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2].[C:13]1([CH3:21])[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:19][NH2:20].[CH3:22][O:23][2H].[OH2:25].[CH3:26]C[OH:28]>>[C:22]([OH:23])(=[O:28])/[CH:8]=[CH:4]\[C:1]([OH:3])=[O:25].[O:5]1[C:6]2=[CH:12][CH:11]=[CH:10][C:9]2=[CH:7][CH:8]=[C:4]1[CH:1]1[C:2]2[C:15](=[CH:16][CH:17]=[CH:18][C:13]=2[CH3:21])[CH2:14][CH2:19][N:20]1[CH3:26]

参加物

6

反応物 5

HCID 702EthanolHCID 962WaterHCID 69932-MethylbenzylamineHCID 154352-AcetylbenzofuranHCID 123113Methan(2H)ol

生成物 1

HCID 1317331794-Benzofuran-2-yl-2,8-dimethyl-1,2,3,4-tetrahydroisoquinoline, maleate salt収率 99%

実験手順

4-benzofuran-2-yl-2,8-dimethyl-1,2,3,4-tetrahydroisoquinoline, maleate salt (99.0% AUC HPLC) was prepared as described in Example 26 from 2-acetylbenzofuran and 2-tolylmethylamine: 1H NMR (300 MHz, MeOD) δ□ 7.57 (d, J=6.9 Hz, 1H), □ 7.43 (d, J=8.1 Hz, 1H), 7.10-7.31 (m, 5H), 6.67 (s, 1H), 6.21 (s, 2H), 4.87-4.89 (m, 1H), 4.51 (s, 2H), 3.89-3.93 (m, 2H), 3.15 (s, 3H), 2.35 (s, 3H), EI MS m/z=278 [C19H19NO+H]+. Anal. Calcd. for C23H23NO5: C, 69.39; H, 6.00; N, 3.45 with 0.46% H2O and 2.5% EtOH. Found: C, 68.38; H, 6.30; N, 3.30.

出典と根拠

ORDレコード
ord-adaff724b1bb4112842a2db2bc4a78b1
出典データセット
uspto-grants-2015_07
特許番号
US09085531B2

関連ノート

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