HRID1049562

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID13831

Tributylphosphine

C12H27P

HCID73042

1,1′-(1,2-Diazenediyl)bis[1-(1-piperidinyl)methanone]

C12H20N4O2

HCID117759632

未命名化合物

HCID117760135

未命名化合物

PRODUCTS

生成物

结构：CC#CC(CC(=O)OCC)c1cccc(COc2ccc(-c3cc(OC)ccc3F)c(CC(C)(C)C)c2)c1

HCID117759726

未命名化合物

收率 82.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Under a nitrogen atmosphere, to a solution of ethyl 3-(3-(hydroxymethyl)phenyl)hex-4-ynoate (100 mg) and 2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-ol (117 mg) in THF (5.8 mL) were added 1,1′-(azodicarbonyl)dipiperidine (164 mg) and tributylphosphine (160 μL) at room temperature, and the mixture was stirred for 16 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (172 mg) as a colorless oil.

WORKUP

后处理

customThe solvent was evaporated under reduced pressure
customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5ff2a2e95a3a475693d9471154251cd8
来源数据集: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09382188B2
来源说明: uspto-grants-2016_07

反应 SMILES

[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]([C:16]#[C:17][CH3:18])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][C:21]=1[C:28]1[CH:33]=[CH:32][C:31](O)=[CH:30][C:29]=1[CH2:35][C:36]([CH3:39])([CH3:38])[CH3:37].N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O.C(P(CCCC)CCCC)CCC>C1COCC1>[F:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][C:21]=1[C:28]1[CH:33]=[CH:32][C:31]([O:1][CH2:2][C:3]2[CH:4]=[C:5]([CH:9]([C:16]#[C:17][CH3:18])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=2)=[CH:30][C:29]=1[CH2:35][C:36]([CH3:39])([CH3:38])[CH3:37]