HRID1070195

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID176

Acetic Acid

C2H4O2

HCID517045

Sodium Acetate

C2H3NaO2

HCID11043092

未命名化合物

HCID22344593

未命名化合物

PRODUCTS

生成物

$结构：COC(=O)C(C)(C)CCC/C(=N\OCc1ccc(OCc2nc(-c3ccccc3)oc2C)cc1)c1ccccc1$

HCID11145964

未命名化合物

收率 47%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

溶剂HCID962

Water

H2O

溶剂HCID21226206

未命名化合物

PROCEDURE

实验过程

After a mixture of 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyamine (467 mg), methyl 2,2-dimethyl-6-oxo-6-phenylhexanoate (340 mg), acetic acid (0.259 ml), sodium acetate (248 mg) and methanol (15 ml) was heated to reflux for 15 hours, the mixture was cooled to room temperature. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography to obtain methyl E-2,2-dimethyl-6-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyimino]-6-phenylhexanoate (348 mg, yield 47%) as a colorless oil from an ethyl acetate-hexane (1:5, v/v)-eluted fraction.

WORKUP

后处理

temperaturewas heated
temperatureto reflux for 15 hours
extractionextracted with ethyl acetate
washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
dry with materialdried (MgSO4)
concentrationconcentrated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-fd2b9c7879e04a3191f59b8e511aaf9b
来源数据集: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06251926B1
来源说明: uspto-grants-2001_06

反应 SMILES

[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([CH2:19][O:20][NH2:21])=[CH:17][CH:16]=1.[CH3:24][C:25]([CH3:41])([CH2:30][CH2:31][CH2:32][C:33](=O)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:26]([O:28][CH3:29])=[O:27].C(O)(=O)C.C([O-])(=O)C.[Na+]>C(OCC)(=O)C.CCCCCC.O.CO>[CH3:24][C:25]([CH3:41])([CH2:30][CH2:31][CH2:32]/[C:33](=[N:21]\[O:20][CH2:19][C:18]1[CH:17]=[CH:16][C:15]([O:14][CH2:13][C:3]2[N:4]=[C:5]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)[O:6][C:2]=2[CH3:1])=[CH:23][CH:22]=1)/[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[C:26]([O:28][CH3:29])=[O:27]