Triethylamine → Cyano(6-phenoxy-2-pyridyl)methyl 2-(2-naphthyl)-3-methylbutanoate

HRID 27699ノート

反応式

HRID 27699 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]([CH:15]([CH3:17])[CH3:16])[C:12]([OH:14])=[O:13].C(N(CC)CC)C.[C:25]([CH:27]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([O:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[N:30]=1)O)#[N:26]>CCOCC>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]([CH:15]([CH3:17])[CH3:16])[C:12]([O:14][CH:27]([C:25]#[N:26])[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([O:35][C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[N:30]=1)=[O:13]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 12884337Cyano(6-phenoxy-2-pyridyl)methanolHCID 139522283-Methyl-2-(naphthalen-2-yl)butanoic acid

生成物 1

HCID 54346705Cyano(6-phenoxy-2-pyridyl)methyl 2-(2-naphthyl)-3-methylbutanoate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To the acid chloride of 2-(2-naphthyl)-3-methylbutanoic acid (2.5 mmol) in ether is added 1.3 ml of triethylamine followed by the cyano(6-phenoxy-2-pyridyl)methanol in 5 ml of ether, from part A above, over about 2 minutes. The reaction mixture is stirred for about 18 hours and then quenched with saturated aqueous sodium bicarbonate. The organic phase is washed with aqueous sodium bicarbonate, water and brine, dried over calcium sulfate and solvent evaporated. The crude product is chromatographed on a circular chromatograph eluting with 20% ether/hexane to give cyano(6-phenoxy-2-pyridyl)methyl 2-(2-naphthyl)-3-methylbutanoate, MS m/e 436 (M+).

後処理

  1. customover about 2 minutes
  2. customquenched with saturated aqueous sodium bicarbonate
  3. washThe organic phase is washed with aqueous sodium bicarbonate, water and brine
  4. dry with materialdried over calcium sulfate and solvent
  5. customevaporated
  6. customThe crude product is chromatographed on a circular chromatograph
  7. washeluting with 20% ether/hexane

出典と根拠

ORDレコード
ord-8dbca162771e40b0b5a7f74f9d9780a1
出典データセット
uspto-grants-1980_09
特許番号
US04223033

反応ノート

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