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

HRID 1818536ノート

反応式

HRID 1818536 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-3a332d13cc684f1698df5343286afb11
出典データセット
uspto-grants-2009_10
特許番号
US07598423B2

反応ノート

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