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Acetic Anhydride → (2Z)-4-hydroxy-2-[4-(methylsulfonyl)phenyl]-3-phenylbut-2-enyl acetate

HRID 1458315
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인쇄 미리보기

반응식

HRID 1458315 반응식
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][OH:16])[CH2:12][OH:13])=[CH:7][CH:6]=1)(=[O:4])=[O:3].CCN(CC)CC.[CH3:30][C:31](OC(C)=O)=[O:32]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:31]([O:13][CH2:12]/[C:11](/[C:8]1[CH:7]=[CH:6][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:10][CH:9]=1)=[C:14](/[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)\[CH2:15][OH:16])(=[O:32])[CH3:30]
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참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 542101292-[4-(Methanesulfonyl)phenyl]-3-phenylbut-2-ene-1,4-diol

생성물 1

HCID 58787789(2Z)-4-hydroxy-2-[4-(methylsulfonyl)phenyl]-3-phenylbut-2-enyl acetate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344
Dichloromethane
용매

실험 절차

A solution of 2-(4-(methylsulfonyl)phenyl)-3-phenyl-2butene-1,4-diol (149 mg) and Et3N (0.2 mL) in 20 mL of CH2Cl2 was treated with Ac2O (0.05 mL) and DMAP (5 mg). After stirring for 10 min at r.t., the mixture was concentrated, and the residue was purified by flash chromatography eluted with 3:2 EtOAc/hexane to afford 40 mg of the title compound as a white solid along with 30 mg of its regioisomer as a syrup.

후처리

  1. concentrationthe mixture was concentrated
  2. customthe residue was purified by flash chromatography
  3. washeluted with 3:2 EtOAc/hexane

출처 및 근거

ORD 기록
ord-fbbecb40941b419db85b08ea2c4dd5a8
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05849943

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