Diazomethane → 1-(3-{[4-(4-Acetyl-2-chloro-3-hydroxy-phenoxymethyl)-phenyl]-hydroxy-methyl}-phenyl)-2-chloro-ethanone

HRID 1717786노트

반응식

HRID 1717786 반응식
[C:1]([Cl:6])(=O)[C:2](Cl)=[O:3].[C:7]([C:10]1[CH:34]=[CH:33][C:13]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH:22]([OH:32])[C:23]3[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=3)C(O)=O)=[CH:18][CH:17]=2)=[C:12]([Cl:35])[C:11]=1[OH:36])(=[O:9])[CH3:8].[N+](=C)=[N-]>O1CCCC1.CN(C)C=O>[C:7]([C:10]1[CH:34]=[CH:33][C:13]([O:14][CH2:15][C:16]2[CH:17]=[CH:18][C:19]([CH:22]([OH:32])[C:23]3[CH:31]=[C:30]([C:2](=[O:3])[CH2:1][Cl:6])[CH:29]=[CH:25][CH:24]=3)=[CH:20][CH:21]=2)=[C:12]([Cl:35])[C:11]=1[OH:36])(=[O:9])[CH3:8]

참가 물질

6

반응물 3

HCID 9550DiazomethaneHCID 65578Oxalyl chlorideHCID 578844713-{[4-(4-Acetyl-2-chloro-3-hydroxy-phenoxymethyl)-phenyl]-hydroxy-methyl}-benzoic acid

생성물 1

HCID 866205991-(3-{[4-(4-Acetyl-2-chloro-3-hydroxy-phenoxymethyl)-phenyl]-hydroxy-methyl}-phenyl)-2-chloro-ethanone수율 100%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 8028Tetrahydrofuran용매

실험 절차

Add oxalyl chloride (256 mg, 2.02 mmol) to a solution of 3-{[4-(4-acetyl-2-chloro-3-hydroxy-phenoxymethyl)-phenyl]-hydroxy-methyl}-benzoic acid (0.786 mg, 1.84 mmol) in tetrahydrofuran (0.20M). Add dimethylformamide (5 drops). Add ethereal solution of diazomethane (1.90 mmol) and stir for 2 hours. Add hydrochloric acid (4N in dioxane) to quench unreacted diazomethane and evaporate solvents to afford the title compound (0.786 mg, 1.84 mmol, 94%): MS (m/z): 457 (M−H).

후처리

  1. customAdd hydrochloric acid (4N in dioxane) to quench unreacted diazomethane
  2. customevaporate solvents

출처 및 근거

ORD 기록
ord-28de3711d57647fb93dbce2b8a53902d
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803938B2

반응 노트

불러오는 중…