Phosphorus oxide (P4O10) → 1-(6'-Methyl-2',3',4'-trimethoxybenzoyl)-2-methoxynaphthalene

HRID 582367

反応式

HRID 582367 の反応式
CO[C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[O:15][CH3:16])=[O:4].[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH3:29])[CH:22]=[C:23]([O:27][CH3:28])[C:24]=1[O:25][CH3:26].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>ClCCl>[CH3:29][C:21]1[C:22]([C:3]([C:5]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=[CH:7][C:6]=2[O:15][CH3:16])=[O:4])=[C:23]([O:27][CH3:28])[C:24]([O:25][CH3:26])=[C:19]([O:18][CH3:17])[CH:20]=1

参加物

5

反応物 3

HCID 14812Phosphorus oxide (P4O10)HCID 809223,4,5-TrimethoxytolueneHCID 604022Methyl 2-methoxy-1-naphthoate

生成物 1

HCID 158708981-(6'-Methyl-2',3',4'-trimethoxybenzoyl)-2-methoxynaphthalene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 5B (2.02 g, 10 mmol), 3,4,5-trimethoxytoluene (1.82 g; 10 mmol), P2O5 (10.0 g) and dichloromethane is stirred at room temperature for 16 hours. Subsequently, the dichloromethane is distilled off and the residue is diluted with ethyl acetate. The organic phase is washed with water and concentrated. The residue is purified by column chromatography (petrol ethers:ethyl acetate, 8:2 v/v) and recrystallized from petrol ether: diisopropylether (1:1 v/v). The solid material is collected by vacuum filtration, washed with cold petrol ether: diisopropylether (1:1 v/v) and dried, yielding white crystals, 0.9 g, (24.6 %) mp 72° C.

後処理

  1. distillationSubsequently, the dichloromethane is distilled off
  2. additionthe residue is diluted with ethyl acetate
  3. washThe organic phase is washed with water
  4. concentrationconcentrated
  5. customThe residue is purified by column chromatography (petrol ethers:ethyl acetate, 8:2 v/v)
  6. customrecrystallized from petrol ether: diisopropylether (1:1 v/v)
  7. filtrationThe solid material is collected by vacuum filtration
  8. washwashed with cold petrol ether: diisopropylether (1:1 v/v)
  9. customdried
  10. customyielding white crystals, 0.9 g, (24.6 %) mp 72° C.

出典と根拠

ORDレコード
ord-8ddf3e49518440808d451cf25564bc72
出典データセット
uspto-grants-1999_07
特許番号
US05922905

関連ノート

読み込み中…