HRID1638785

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8471

Triethylamine

C6H15N

HCID76257

Diethylphosphorocyanidate

C5H10NO3P

HCID12828501

未命名化合物

HCID14676193

未命名化合物

PRODUCTS

生成物

结构：CCCCOc1cc2ccc(C(=O)N3CCN(Cc4cc(OC)c(OC)c(OC)c4)CC3)cc2cc1OCCCC.Cl

HCID19841242

未命名化合物

收率 84.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

Using 6,7-dibutoxy-2-naphthoic acid (0.25 g), 1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (0.31 g), triethylamine (0.35 g), N,N-dimethylformamide (10 ml) and diethyl phosphorocyanidate (0.5 ml), an amidation as that described in Example 6 is carried out. The reaction mixture is purified by gel column chromatography (hexane:acetone=1:1) and converted to the hydrochloride in ethyl acetate to give 1-(6,7-dibutoxy-2-naphthoyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride (0.4 g) as colorless prisms, m.p. 182°-185° C.

WORKUP

后处理

customThe reaction mixture is purified by gel column chromatography (hexane:acetone=1:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-10f32baff4434981a2195c42437e77cb
来源数据集: uspto-grants-1989_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04880809
来源说明: uspto-grants-1989_11

反应 SMILES

[CH2:1]([O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:12]=[C:11]([C:21]([OH:23])=O)[CH:10]=[CH:9]2)[CH2:2][CH2:3][CH3:4].[ClH:24].Cl.[CH3:26][O:27][C:28]1[CH:29]=[C:30]([CH:38]=[C:39]([O:43][CH3:44])[C:40]=1[O:41][CH3:42])[CH2:31][N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1.C(N(CC)CC)C.P(C#N)(=O)(OCC)OCC>CN(C)C=O>[ClH:24].[CH2:1]([O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:12]=[C:11]([C:21]([N:35]1[CH2:34][CH2:33][N:32]([CH2:31][C:30]3[CH:38]=[C:39]([O:43][CH3:44])[C:40]([O:41][CH3:42])=[C:28]([O:27][CH3:26])[CH:29]=3)[CH2:37][CH2:36]1)=[O:23])[CH:10]=[CH:9]2)[CH2:2][CH2:3][CH3:4]