Sodium Hydroxide → (+/-)-4-Dodecyl-alpha-phenyl-1H-imidazole-1-acetic acid

HRID 2380504ノート

反応式

HRID 2380504 の反応式
[OH-].[Na+].[CH2:3]([C:15]1[N:16]=[CH:17][N:18]([CH:20]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:21]([O:23]CC)=[O:22])[CH:19]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>C(O)C>[CH2:3]([C:15]1[N:16]=[CH:17][N:18]([CH:20]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:21]([OH:23])=[O:22])[CH:19]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 10572975ethyl (+/-)-4-dodecyl-alpha-phenyl-1H-imidazole-1-acetate

生成物 1

HCID 10642923(+/-)-4-Dodecyl-alpha-phenyl-1H-imidazole-1-acetic acid収率 60.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Solid NaOH (0.9 g, 22.6 mmol) was added to a solution of ethyl (±)-4-dodecyl-α-phenyl-1H-imidazole-1-acetate (4.5 g, 11.3 mmol) in 150 mL 95% ethanol. The resulting solution was stirred for 2 hours and then concentrated in vacuo. The residue was partitioned between water and ether, the aqueous layer was acidified with concentrated HCl, and extracted with dichloromethane. The dichloromethane solution was dried over MgSO4, filtered, and concentrated to give a white solid (2.53 g, 55%); mp 110°-118° C.

後処理

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between water and ether
  3. extractionextracted with dichloromethane
  4. dry with materialThe dichloromethane solution was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-3a38a7ea78b54284a9fc01b5cdbded96
出典データセット
uspto-grants-1994_11
特許番号
US05366987

反応ノート

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