Water → 5-Benzyloxy-2-(4-benzyloxyphenyl)isoindoline-1,3-dione

HRID 853798ノート

反応式

HRID 853798 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)[C:5]2=[O:19].C(=O)([O-])[O-].[K+].[K+].[CH2:26](Br)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.O>CN(C=O)C>[CH2:26]([O:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:5][C:4]3[CH:8]=[CH:9][CH:10]=[CH:2][CH:3]=3)=[CH:14][CH:13]=1)[C:5]2=[O:19])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

参加物

6

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 197939855-Hydroxy-2-(4-hydroxyphenyl)-1H-isoindole-1,3(2H)-dione

生成物 1

HCID 694715505-Benzyloxy-2-(4-benzyloxyphenyl)isoindoline-1,3-dione収率 186%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To 5-hydroxy-2-(4-hydroxyphenyl)isoindoline-1,3-dione (2.08 g) in DMF (20 mL) was added potassium carbonate (4.62 g) and a solution of benzyl bromide (3.07 g) in DMF (3.0 mL) dropwise under nitrogen atmosphere. The reaction was stirred at room temperature for 2 h then heated to 80° C. for 3 h. The mixture was cooled to room temperature, poured into water (250 mL) and let sit undisturbed for 2.0 h. The white solid was collected by filtration and washed with water. The solid was dried under high vacuum at 50° C. for 18 h yielding the title compound (3.30 g) as a white solid. 1H NMR (DMSO-d6): 7.87 (d, 1H, J=8.4 Hz), 7.48-7.35 (m, 12H), 7.32 (d, 2H, J=8.7 Hz), 7.13 (d, 2H, J=8.7 Hz), 5.35 (s, 2H), 5.17 (s, 2H); MS: 436 (MH+).

後処理

  1. temperaturethen heated to 80° C. for 3 h
  2. temperatureThe mixture was cooled to room temperature
  3. waitlet sit undisturbed for 2.0 h
  4. filtrationThe white solid was collected by filtration
  5. washwashed with water
  6. customThe solid was dried under high vacuum at 50° C. for 18 h

出典と根拠

ORDレコード
ord-e63d17cc269a4f1fbad3885b5a44b3c6
出典データセット
uspto-grants-2007_08
特許番号
US07256201B2

反応ノート

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