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Oxalyl chloride → Methyl 2-[5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl]acetate

HRID 2249614
ノート
印刷プレビュー

反応式

HRID 2249614 の反応式
[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=O)=[CH:8][C:7]=1[CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:2]([CH3:4])[CH3:3].C(Cl)(=O)C(Cl)=O.[Cl-].[Al+3].[Cl-].[Cl-].[CH2:30]([O:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([O:41][CH2:42][CH:43]([CH3:45])[CH3:44])[CH:36]=1)[CH:31]([CH3:33])[CH3:32]>C(Cl)Cl.O.C(Cl)(Cl)Cl>[CH2:42]([O:41][C:37]1[CH:36]=[C:35]([O:34][CH2:30][CH:31]([CH3:33])[CH3:32])[CH:40]=[CH:39][C:38]=1[C:10]([C:9]1[CH:13]=[CH:14][C:6]([O:5][CH2:1][CH:2]([CH3:3])[CH3:4])=[C:7]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:8]=1)=[O:12])[CH:43]([CH3:45])[CH3:44]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 65578Oxalyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 130875651,3-DiisobutoxybenzeneHCID 178165263-(Methoxycarbonylmethyl)-4-isobutoxybenzoic acid

生成物 1

HCID 17816545Methyl 2-[5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl]acetate収率 57.5%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6212Chloroform溶媒
HCID 6344Dichloromethane溶媒

実験手順

In 6 ml of methylene chloride is dissolved 0.62 g of 4-isobutoxy-3-(2-methoxy-2-oxoethyl)benzoic acid. After adding 0.25 ml of oxalyl chloride at ambient temperature, the mixture thus obtained is stirred at ambient temperature for one hour. Then, 0.62 g of aluminum chloride and 0.77 g of 1,3-diisobutoxybenzene are successively added at 5-10° C., and the mixture is stirred at ambient temperature for one hour. The reaction mixture is added to a mixture of chloroform and water, and the organic layer is separated. The organic layer is successively washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue thus obtained is purified by silica gel column chromatography [eluent; n-hexane:ethyl acetate=95:5] to obtain 0.63 g of methyl 2-[5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl]acetate as a colorless oily product.

後処理

  1. customthe mixture thus obtained
  2. stirringthe mixture is stirred at ambient temperature for one hour
  3. customthe organic layer is separated
  4. washThe organic layer is successively washed with water and saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent is distilled off under reduced pressure
  7. customThe residue thus obtained
  8. customis purified by silica gel column chromatography [eluent; n-hexane:ethyl acetate=95:5]

出典と根拠

ORDレコード
ord-74c8718e5dcd4a3d927852690bb3c85f
出典データセット
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07314888B1

反応ノート

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