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Acetic Acid → HCID 22344625、化合物

HRID 2299825
ノート
印刷プレビュー

反応式

HRID 2299825 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([CH2:19][O:20][NH2:21])=[CH:17][CH:16]=1.O=[C:25]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH2:26][CH2:27][CH2:28][CH2:29][C:30]([NH2:32])=[O:31].C(O)(=O)C.C([O-])(=O)C.[Na+]>O.C(O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:19][O:20]/[N:21]=[C:25](/[C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)\[CH2:26][CH2:27][CH2:28][CH2:29][C:30]([NH2:32])=[O:31])=[CH:22][CH:23]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 22344577HCID 22344577、化合物HCID 223445934-(5-Methyl-2-phenyl4-oxazolylmethoxy)benzyloxyamine

生成物 1

HCID 22344625HCID 22344625、化合物収率 68%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 962Water溶媒

実験手順

After a mixture of 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyamine (600 mg), 6-oxo-6-phenylhexanamide (396 mg), acetic acid (0.331 ml), sodium acetate (317 mg) and ethanol (20 ml) was heated to reflux for 18 hours, the mixture was cooled to room temperature. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography to obtain crystals from an ethyl acetate-hexane (3:1, v/v)-eluted fraction. The crystals were recrystallized from ethyl acetate-hexane to obtain E-6-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyimino]-6-phenylhexanamide (651 mg, yield 68%) as colorless crystals. m.p. 95-96° C.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 18 hours
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customto obtain crystals from an ethyl acetate-hexane (3:1, v/v)-eluted fraction
  8. customThe crystals were recrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-8ccf6ca93bac4b08aa667ccf64d61d44
出典データセット
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06495581B1

反応ノート

読み込み中…

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