HRID334951

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID21226445

未命名化合物

结构：CON(C)C(=O)c1ccc2c(c1)CN(C(=O)c1cc(C(C)C)c(OCc3ccccc3)cc1OCc1ccccc1)C2

HCID46915185

未命名化合物

结构：C1CCOC1.[Al+3].[H-].[H-].[H-].[H-].[Li+]

HCID68718528

未命名化合物

PRODUCTS

生成物

结构：CC(C)c1cc(C(=O)N2Cc3ccc(C=O)cc3C2)c(OCc2ccccc2)cc1OCc1ccccc1

HCID46915023

未命名化合物

收率 98.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

A solution of 2-(2,4-bis-benzyloxy-5-isopropyl-benzoyl)-2,3-dihydro-1H-isoindole-5-carboxylic acid methoxy-methyl-amide (0.226 g, 0.4 mmol) in THF (5 ml) cooled to 0° C., treated with 1M LiAlH4/THF (0.3 ml, 0.3 mmol), stirred 1 hour, further LiAlH4 (0.05 ml) added then stirred for 30 minutes. The reaction was quenched with saturated KHSO4 solution, extracted with EtOAc, dried (MgSO4), filtered and evaporated to give 0.2 g of 2-(2,4-bis-benzyloxy-5-isopropyl-benzoyl)-2,3-dihydro-1H-isoindole-5-carbaldehyde. MS: [M+H]+ 504.

WORKUP

后处理

stirringthen stirred for 30 minutes
customThe reaction was quenched with saturated KHSO4 solution
extractionextracted with EtOAc
dry with materialdried (MgSO4)
filtrationfiltered
customevaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-954d4968fe994f2c97f76468e70e77fe
来源数据集: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08883790B2
来源说明: uspto-grants-2014_11

反应 SMILES

CON(C)[C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH2:11][N:10]([C:15](=[O:41])[C:16]1[CH:21]=[C:20]([CH:22]([CH3:24])[CH3:23])[C:19]([O:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:18][C:17]=1[O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH2:9]2)=[O:5].[H-].[H-].[H-].[H-].[Li+].[Al+3].C1COCC1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:34]([O:33][C:17]1[CH:18]=[C:19]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:20]([CH:22]([CH3:24])[CH3:23])=[CH:21][C:16]=1[C:15]([N:10]1[CH2:9][C:8]2[C:12](=[CH:13][CH:14]=[C:6]([CH:4]=[O:5])[CH:7]=2)[CH2:11]1)=[O:41])[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1