HRID858327

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

HCID11430

Potassium Carbonate

CK2O3

HCID96084

N-(3-Chloropropyl)dibutylamine

C11H24ClN

结构：CCCCc1oc2ccc(CO)cc2c1C(=O)c1ccc(O)cc1

HCID69360765

未命名化合物

PRODUCTS

生成物

结构：CCCCc1oc2ccc(CO)cc2c1C(=O)c1ccc(OCCCN(CCCC)CCCC)cc1.O=C(O)C(=O)O

HCID10303760

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6569

Methyl ethyl ketone

C4H8O

PROCEDURE

实验过程

1.68 g of 2-butyl-3-(4-hydroxybenzoyl)-5-hydroxymethyl-1-benzofuran, 1.18 g of 1-chloro-3-(dibutylamino)propane and 0.960 g of potassium carbonate are dissolved in 70 ml of methyl ethyl ketone. The mixture is brought to reflux for 6 hours, water is added and separation is carried out by settling. Extraction with ethyl acetate and washing with a saturated sodium chloride solution are carried out. Purification is subsequently carried out by chromatography on silica (eluent: 95/5 dichloromethane/methanol), which gives the desired compound in the free base form.

WORKUP

后处理

temperatureto reflux for 6 hours
customseparation
extractionExtraction with ethyl acetate
washwashing with a saturated sodium chloride solution
customPurification

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d20917c659e24f4b831aac7e156c6639
来源数据集: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07148240B2
来源说明: uspto-grants-2006_12

反应 SMILES

[CH2:1]([C:5]1[O:6][C:7]2[CH:22]=[CH:21][C:20]([CH2:23][OH:24])=[CH:19][C:8]=2[C:9]=1[C:10](=[O:18])[C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH3:4].Cl[CH2:26][CH2:27][CH2:28][N:29]([CH2:34][CH2:35][CH2:36][CH3:37])[CH2:30][CH2:31][CH2:32][CH3:33].[C:38](=[O:41])([O-:40])[O-].[K+].[K+].[OH2:44]>C(C(C)=O)C>[C:23]([OH:24])(=[O:44])[C:38]([OH:40])=[O:41].[CH2:1]([C:5]1[O:6][C:7]2[CH:22]=[CH:21][C:20]([CH2:23][OH:24])=[CH:19][C:8]=2[C:9]=1[C:10](=[O:18])[C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:26][CH2:27][CH2:28][N:29]([CH2:34][CH2:35][CH2:36][CH3:37])[CH2:30][CH2:31][CH2:32][CH3:33])=[CH:15][CH:16]=1)[CH2:2][CH2:3][CH3:4]