Water → 4,5-Bis(2-benzyloxyacetyloxy)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

HRID 12940

反応式

HRID 12940 の反応式
[OH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[OH:17])[C:7](=[O:18])[C:6]=2[CH:5]=[C:4]([C:19]([OH:21])=[O:20])[CH:3]=1.[CH2:22]([O:29][CH2:30][C:31](Cl)=[O:32])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[C:34]([O:37][CH2:38][CH3:39])(=O)[CH3:35].ClCCl.[OH2:43]>N1C=CC=CC=1>[CH2:22]([O:29][CH2:30][C:31]([O:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[O:17][C:35](=[O:43])[CH2:34][O:37][CH2:38][C:39]3[CH:6]=[CH:15][CH:2]=[CH:3][CH:4]=3)[C:7](=[O:18])[C:6]=2[CH:5]=[C:4]([C:19]([OH:21])=[O:20])[CH:3]=1)=[O:32])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

7

反応物 5

HCID 962WaterHCID 6344DichloromethaneHCID 8857Ethyl AcetateHCID 10168RheinHCID 177085Benzyloxyacetyl chloride

生成物 1

HCID 114559804,5-Bis(2-benzyloxyacetyloxy)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

4,5-Dihydroxy-9,10-dioxoanthracene-2-carboxylic acid (3.0 g) was suspended in pyridine (100 ml) and stirred at RT for 30 mins. Benzyloxyacetyl chloride (3.6 g, 5 equiv.) was added, to give a clear reaction mixture which was stirred at RT over the weekend. The reaction mixture was reduced to a smaller volume and quenched with 2M HCl (200 ml), adjusting the pH to pH 2. An orange solid was isolated by filtration. This crude solid was slurried in water (30 ml), followed by ethyl acetate (30 ml) and dichloromethane (30 ml). A yellow solid was isolated by filtration (3.6 g, 61%).

後処理

  1. customto give a clear reaction mixture which
  2. stirringwas stirred at RT over the weekend
  3. customquenched with 2M HCl (200 ml)
  4. customAn orange solid was isolated by filtration
  5. customA yellow solid was isolated by filtration (3.6 g, 61%)

出典と根拠

ORDレコード
ord-ba0d0475fac4495ead26baa58c66eb98
出典データセット
uspto-grants-2010_06
特許番号
US07728035B2

関連ノート

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