Triphenylphosphine → 4-(2-(2,6-Dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde

HRID 1280236노트

반응식

HRID 1280236 반응식
[OH:1][CH2:2][CH2:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1.[Cl:12][C:13]1[CH:18]=[C:17]([O:19][CH2:20][CH:21]=[C:22]([Cl:24])[Cl:23])[CH:16]=[C:15]([Cl:25])[C:14]=1O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[Cl:12][C:13]1[CH:18]=[C:17]([O:19][CH2:20][CH:21]=[C:22]([Cl:23])[Cl:24])[CH:16]=[C:15]([Cl:25])[C:14]=1[O:1][CH2:2][CH2:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 113467384-(3,3-Dichloro-2-propenyloxy)-2,6-dichlorophenolHCID 184247214-(2-Hydroxyethyl)benzaldehyde

생성물 1

HCID 184295564-(2-(2,6-Dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde수율 69%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a mixture of 3.88 g of 4-(2-hydroxyethyl)benzaldehyde, 6.7 g of 2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenol, 100 ml of tetrahydrofuran, and 6.0 g of triphenylphosphine was added dropwise a solution of 4.7 g of diisopropyl azodicarboxylate dissolved in 20 ml of tetrahydrofuran at the ice temperature over 1 hour. After completion of the addition, the reaction mixture was stirred at room temperature for 24 hours, and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, which afforded 6.63 g (yield, 69%) of 4-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde, m.p., 54.2° C.

후처리

  1. additionAfter completion of the addition
  2. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-95a16c2a03ac48c3823399ced0b83225
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06448444B1

반응 노트

불러오는 중…