Diazomethane → Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-methoxypentanoate

HRID 463550ノート

反応式

HRID 463550 の反応式
[N+](=[CH2:3])=[N-].[F:4][C:5]([F:31])([F:30])[C:6]1[CH:29]=[CH:28][C:9]([O:10][C:11]2[CH:27]=[CH:26][C:14]([O:15][CH:16]([CH3:25])[CH:17]([OH:24])[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:13][CH:12]=2)=[CH:8][CH:7]=1>CCOCC>[F:4][C:5]([F:30])([F:31])[C:6]1[CH:7]=[CH:8][C:9]([O:10][C:11]2[CH:27]=[CH:26][C:14]([O:15][CH:16]([CH3:25])[CH:17]([O:24][CH3:3])[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:13][CH:12]=2)=[CH:28][CH:29]=1

参加物

4

反応物 2

HCID 9550DiazomethaneHCID 12856783Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-hydroxypentanoate

生成物 1

HCID 13488554Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-methoxypentanoate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Diazomethane (2.8 g) in ether (100 ml) is added to ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-hydroxypentanoate (1.88 g, 3.75 mmol) in ether (5 ml) under N2 and in an ice bath. Small amounts of chromatographic silica gel are added to the mixture in the ice bath until the color disappears. The mixture is then stirred overnight with cooling. The silica gel is removed by filtration and the organic phase is dried and concentrated. The crude product is purified by preparative thin layer chromatography to yield ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-methoxypentanoate (cpd. 1 in Table A). MS m/e 412 (m+).

後処理

  1. temperaturewith cooling
  2. customThe silica gel is removed by filtration
  3. customthe organic phase is dried
  4. concentrationconcentrated
  5. customThe crude product is purified by preparative thin layer chromatography

出典と根拠

ORDレコード
ord-a5ecd829d2c64042b14c2927f14178f8
出典データセット
uspto-grants-1985_05
特許番号
US04520199

反応ノート

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