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Water → HCID 19029781、化合物

HRID 2256354
ノート
印刷プレビュー

反応式

HRID 2256354 の反応式
[H-].[Na+].[OH:3][C:4]1[CH:15]=[C:14]([O:16][CH2:17][C:18]([C:20]2[CH:29]=[CH:28][C:27]3[C:26]([CH3:31])([CH3:30])[CH2:25][CH2:24][C:23]([CH3:33])([CH3:32])[C:22]=3[CH:21]=2)=[O:19])[CH:13]=[CH:12][C:5]=1[C:6]([O:8][CH2:9][CH:10]=[CH2:11])=[O:7].[CH3:34][O:35][CH2:36][CH2:37][O:38][CH2:39]Cl.O>CN(C=O)C>[CH3:34][O:35][CH2:36][CH2:37][O:38][CH2:39][O:3][C:4]1[CH:15]=[C:14]([O:16][CH2:17][C:18]([C:20]2[CH:29]=[CH:28][C:27]3[C:26]([CH3:31])([CH3:30])[CH2:25][CH2:24][C:23]([CH3:33])([CH3:32])[C:22]=3[CH:21]=2)=[O:19])[CH:13]=[CH:12][C:5]=1[C:6]([O:8][CH2:9][C:10]1[CH:6]=[CH:5][CH:4]=[CH:15][CH:11]=1)=[O:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 21474550HCID 21474550、化合物

生成物 1

HCID 19029781HCID 19029781、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

1.65 g (55 mmol) of sodium hydride (80% in oil) and 50 ml of DMF are introduced into a flask. A solution of 23.6 g (50 mmol) of allyl 2-hydroxy-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthoyl methoxy)benzoate in 200 ml of DMF is added dropwise and the mixture is stirred until evolution of gas has ceased. 6.3 ml (55 mmol) of 2-methoxy ethoxymethyl chloride are then added dropwise and the reaction mixture is stirred for 2 hours. It is poured into water and extracted with ethyl ether, and the organic phase is separated, dried over magnesium sulphate and evaporated. The residue obtained is purified by chromatography on a silica column, eluted with a mixture of dichloromethane/ethyl ether (98:2). After evaporation of the solvents, 19.2 g (69%) of the expected ester are collected in the form of a slightly yellow oil.

後処理

  1. stirringthe reaction mixture is stirred for 2 hours
  2. extractionextracted with ethyl ether
  3. customthe organic phase is separated
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. customThe residue obtained
  7. customis purified by chromatography on a silica column
  8. washeluted with a mixture of dichloromethane/ethyl ether (98:2)
  9. customAfter evaporation of the solvents, 19.2 g (69%) of the expected ester
  10. customare collected in the form of a slightly yellow oil

出典と根拠

ORDレコード
ord-d5d51a770dab4fe3b62575299e3497aa
出典データセット
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05654331

反応ノート

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