Chloromethyl Methyl Ether → 3-Benzyloxy-4-methoxybenzaldehyde

HRID 652800ノート

反応式

HRID 652800 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[OH:17])[CH:12]=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:20]OCCl>CN(C)C=O.O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:20])[CH:12]=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydride2 回HCID 110206353-Benzyloxy-4-hydroxybenzaldehyde

生成物 1

HCID 806713-Benzyloxy-4-methoxybenzaldehyde

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

A solution of 300 g of 3-benzyloxy-4-hydroxybenzaldeyde (obtained as described in example 62) in 600 ml of dimethylformamide was added to a suspension of 34.6 g of sodium hydride in 346 ml of dimethylformamide under stirring in nitrogen atmosphere. After complete dissolution of sodium hydride 116 g of chloromethyl methyl ether were added; stirring was continued for 30 minutes. The mixture was then diluted with water and extracted with ethyl ether. The combined organic phase was dried over sodium sulfate, filtered and evaporated. The residue was distilled (b.p. 178°-183° C./0.1 mm Hg) to give 3-benzyloxy-4-methoxybenzaldehyde, m.p. 30° C. (from petroleum ether, b.p. 30°-70° C.).

後処理

  1. additionwere added
  2. stirringstirring
  3. extractionextracted with ethyl ether
  4. dry with materialThe combined organic phase was dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. distillationThe residue was distilled (b.p. 178°-183° C./0.1 mm Hg)

出典と根拠

ORDレコード
ord-95efb3875a0543a7a9361ee7cf4d6162
出典データセット
uspto-grants-1987_06
特許番号
US04673671

反応ノート

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