Acetic Anhydride → HCID 23356093, 화합물

HRID 233627노트

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HRID 233627 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 23356093HCID 23356093, 화합물수율 38%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  1. extractionextracted with CH2Cl2

출처 및 근거

ORD 기록
ord-fa0b748bb55549fd8c951abda2e5d3b4
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05593970

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