Hydrochloric Acid → HCID 69300805、化合物

HRID 131285ノート

反応式

HRID 131285 の反応式
[CH2:1]([NH:8][C:9]1[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:20][CH2:21][CH2:22][CH2:23][C:24](Cl)=[O:25].C(N(CC)C(C)C)(C)C.Cl>C(Cl)Cl.C(Cl)(Cl)Cl>[CH2:1]([N:8]([C:9]1[CH:10]=[CH:11][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:18][CH:19]=1)[C:24](=[O:25])[CH2:23][CH2:22][CH2:21][Cl:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 783704-Chlorobutyryl chlorideHCID 81531DiisopropylethylamineHCID 3832836Ethyl 4-(benzylamino)benzoate

生成物 1

HCID 69300805HCID 69300805、化合物

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of ethyl 4-benzylaminobenzoate (6.0 g) in methylene chloride (60 mL) is added dropwise chlorobutyryl chloride (3.95 mL) and N,N-diisopropylethylamine (6.14 mL) under ice-cooling, and the mixture is stirred for 12 hours. The reaction mixture is diluted with chloroform and thereto is added 10% HCl. The organic layer is separated, washed successively with water, a saturated sodium hydrogencarbonate solution, water, and saturated brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue is purified by flash column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=4:1) to give ethyl 4-[N-benzyl-N-(4-chlorobutyryl)amino]benzoate (8.27 g, yield; quantitative) as an oil. MS (APCI) m/z; 360/362 [M+H]+

後処理

  1. temperaturecooling
  2. customThe organic layer is separated
  3. washwashed successively with water
  4. dry with materiala saturated sodium hydrogencarbonate solution, water, and saturated brine, dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue is purified by flash column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-3a129cab96f347c082e7fba86edc7c97
出典データセット
uspto-grants-2008_06
特許番号
US07384952B2

反応ノート

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