Dimethyl Sulfoxide → 3,4-Dichlorocinnamaldehyde

HRID 1590388

반응식

HRID 1590388 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[Cl:8].C(Cl)(=O)C(Cl)=O.CS(C)=O>C(N(CC)CC)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

참가 물질

5

반응물 3

HCID 679Dimethyl SulfoxideHCID 65578Oxalyl chlorideHCID 537091912-Propen-1-ol, 3-(3,4-dichlorophenyl)-

생성물 1

HCID 538805763,4-Dichlorocinnamaldehyde수율 90.9%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

3-(3,4-Dichlorophenyl)prop-2-en-1-ol(1.0 g)(prepared by analogy to Example 2(i) and Example 1(ii)) was oxidised using the procedure of Swern (oxalyl chloride, 0.5 ml; dimethyl sulphoxide, 0.7 ml; triethylamine 3.4 ml) to give 3-(3,4-dichlorophenyl)-prop-2-enal (0.9 g). NMR 1H: 9.76(1H,d), 7.53(3H,m), 7.41(1H,d), 6.68(2H,dd).

출처 및 근거

ORD 기록
ord-e22a01a20a1441c9a3a8e29b56d70e80
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05202356

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