HRID918380

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID21520875

(3-Diazoprop-1-en-2-yl)benzene

C9H8N2

结构：C[C@]12C=CC(=O)C=C1CC[C@H]1[C@@H]3C[C@@H](O)[C@](O)(C(=O)CCl)[C@@]3(C)C[C@H](O)[C@@]12F

HCID86733740

未命名化合物

PRODUCTS

生成物

结构：C=C(CO[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CCl)c1ccccc1

HCID86733745

未命名化合物

收率 47.6%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

溶剂HCID3283

Diethyl Ether

C4H10O

溶剂HCID8003

Pentane

C5H12

PROCEDURE

实验过程

A solution of 2-phenyl-3-diazo-1-propene (prepared from 28.5 g of N-(2-phenyl-2-propenyl)ethyl carbamate, prepared as described in Example 4) in 700 ml of ether and 50 ml of pentane is diluted with 150 ml of methanol at 0°C and 10 g of 21-chloro-9-fluoro-11β,16α,17-trihydroxypregna-1,4-diene-3,20-dione, 16,17-cycloborate is added in portions. After nitrogen evolution ceases the solvents are removed in vacuo and the residue is recrystallized from methanol to give 6.1 g of 21-chloro-9-fluoro-11β,17-dihydroxy-16α-[(2-phenyl-2-propenyl)oxy]-pregna-1,4-diene-3,20-dione, melting point 212°-214°C.

WORKUP

后处理

customare removed in vacuo
customthe residue is recrystallized from methanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-cf509e8590d14a0cb1303a7392a58312
来源数据集: uspto-grants-1976_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US03971772
来源说明: uspto-grants-1976_07

反应 SMILES

[C:1]1([C:7]([CH:9]=[N+]=[N-])=[CH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:12][CH2:13][C:14](=[O:39])[C@:15]1([OH:38])[C@:32]2([CH3:33])[C@H:18]([C@H:19]3[C@:29]([F:35])([C@@H:30]([OH:34])[CH2:31]2)[C@:27]2([CH3:28])[C:22](=[CH:23][C:24](=[O:36])[CH:25]=[CH:26]2)[CH2:21][CH2:20]3)[CH2:17][C@H:16]1[OH:37]>CCOCC.CCCCC.CO>[Cl:12][CH2:13][C:14](=[O:39])[C@:15]1([OH:38])[C@:32]2([CH3:33])[C@H:18]([C@H:19]3[C@:29]([F:35])([C@@H:30]([OH:34])[CH2:31]2)[C@:27]2([CH3:28])[C:22](=[CH:23][C:24](=[O:36])[CH:25]=[CH:26]2)[CH2:21][CH2:20]3)[CH2:17][C@H:16]1[O:37][CH2:9][C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[CH2:8]