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Acetyl chloride → 1-Methyl-4-oxo-5-pentylcyclopent-2-EN-1-YL acetate

HRID 1981047
ノート
印刷プレビュー

反応式

HRID 1981047 の反応式
[OH:1][C:2]1([CH3:13])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(N(CC)CC)C.[C:21](Cl)(=[O:23])[CH3:22]>C(Cl)(Cl)Cl>[C:21]([O:1][C:2]1([CH3:13])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:23])[CH3:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 13137234HCID 13137234、化合物

生成物 1

HCID 135172551-Methyl-4-oxo-5-pentylcyclopent-2-EN-1-YL acetate収率 96%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Into the same flask as in Example 1, 3-hydroxy-2-n-pentyl-3-methyl-4-cyclopentenone (18.2 g), triethylamine (20.3 g) and chloroform (150 g) were charged, and acetyl chloride (15.8 g) was dropwise added thereto at a temperature of 10° to 15° C. in 2 hours. Then, stirring was continued at room temperature for 20 hours. The reaction mixture was treated as in Example 1. The residue was purified by silica gel chromatography using a mixture of toluene and ethyl acetate (10:1) as an eluent to give dl-3-acetoxy-2-n-pentyl-3-methyl-4-cyclopentenone (21.5 g). Yield, 96%.

後処理

  1. waitwas continued at room temperature for 20 hours
  2. additionThe reaction mixture was treated as in Example 1
  3. customThe residue was purified by silica gel chromatography
  4. additiona mixture of toluene and ethyl acetate (10:1) as an eluent

出典と根拠

ORDレコード
ord-4c67ed17dbfa426cb44e48b9f0e36914
出典データセット
uspto-grants-1985_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04511655

反応ノート

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