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HRID539137

反应详情

EQUATION

反应方程式

HRID 539137 的结构方程式

REACTANTS

反应物

2
结构：Cc1cccc([N+](=O)[O-])c1C(=O)OC(=O)c1c(C)cccc1[N+](=O)[O-]
HCID10472648

2-Methyl-6-nitrobenzoic anhydride

C16H12N2O7

结构：CC(C)[C@@H](NC(=O)[C@@H](C)NC(=O)[C@H](NC(=O)C[C@H](O)/C=C/CCSC(c1ccccc1)(c1ccccc1)c1ccccc1)C(C)C)[C@@H](O)CC(=O)O
HCID59223153

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)[C@H]1NC(=O)[C@@H](C)NC(=O)[C@@H](C(C)C)NC(=O)C[C@@H](/C=C/CCSC(c2ccccc2)(c2ccccc2)c2ccccc2)OOC(=O)C[C@@H]1O
HCID86639580

未命名化合物

收率 19.4%

AUXILIARIES

试剂、催化剂与溶剂

3
结构：CN(C)C=O
催化剂HCID6228

N,N-Dimethylformamide

C3H7NO

结构：CN(C)c1ccncc1
催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

结构：C1CCOC1.ClCCl
溶剂HCID21919333

未命名化合物

2 次

PROCEDURE

实验过程

To a solution of MNBA (73.5 mg, 0.21 mmol) and DMAP (51.9 mg, 0.42 mmol) in CH2Cl2/THF (33 mL, 2:1) was added dropwise a solution of acid 8 (129 mg, 0.18 mmol) in CH2Cl2/THF (134.5 mL, 2:1) with 3 drops of DMF over 4 h. After a further 16 h the reaction mixture were concentrated in vacuo. Purification by flash column chromatography on silica (eluent 1:0-98:2-96:4-94:6-92.8 CH2Cl2/MeOH) gave 9 (24.7 mg, 0.035 mmol, 17%) as a white solid: Rf 0.43 CH2Cl2/MeOH (90:10); IR (thin film) 3293 (b), 2963 (m), 1732 (m), 1660 (s), 1536 (m) cm−1.

WORKUP

后处理

  1. concentrationAfter a further 16 h the reaction mixture were concentrated in vacuo
  2. customPurification by flash column chromatography on silica (eluent 1:0-98:2-96:4-94:6-92.8 CH2Cl2/MeOH)