Acetic Anhydride → HCID 23356093、化合物

HRID 233627ノート

反応式

HRID 233627 の反応式
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6](O)[C:5]2[C:10]([C:12]3[C:17]([C:18](=[O:19])[C:4]=2[C:3]=1O)=[CH:16][CH:15]=[CH:14][CH:13]=3)=[O:11].[C:21](OC(=O)C)(=[O:23])[CH3:22].CN(C1C=CC=CN=1)C.[C:37](OCC)(=[O:39])[CH3:38]>C(Cl)Cl>[C:21]([C:6]1[C:5]2[C:10](=[O:11])[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:18](=[O:19])[C:4]=2[C:3]([C:37](=[O:39])[CH3:38])=[C:2]([CH3:1])[C:7]=1[CH3:8])(=[O:23])[CH3:22]

参加物

6

反応物 4

HCID 7918Acetic AnhydrideHCID 8857Ethyl AcetateHCID 218852-DimethylaminopyridineHCID 1005741,4-Dihydroxy-2,3-dimethyl-9,10-anthraquinone

生成物 1

HCID 23356093HCID 23356093、化合物収率 38%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred suspension of 2,3-dimethylquinizarin (5.00 g, 18.637 mmol) in dry CH2Cl2 (250 ml) was added acetic anhydride (40 ml) pyridine (40 ml) and dimethylaminopyridine (DMAP, 1.7 g) at room temperature under argon. After two hours, the reaction mixture was poured into a mixture of ethyl acetate and ice (1:1, 800 ml), extracted with CH2Cl2, and the combined organic layers were dryed over MgSO4. Flash chromatography with toluene and ethylacetate; (95.5%) gave 2.517 g of pure compound (38% yield). (MP: 222°-224° C.). 1H NMR (CDCl3) δ:2.27 (s, 6H, CH3, 2.53 (s, 6H, COCH3), 7.72 (m, 2H, ArH), 8.15 (m, 2H, ArH).

後処理

  1. extractionextracted with CH2Cl2

出典と根拠

ORDレコード
ord-fa0b748bb55549fd8c951abda2e5d3b4
出典データセット
uspto-grants-1997_01
特許番号
US05593970

反応ノート

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