1-Octanol → Octyl4'-methoxycarbonyloxy-4-biphenylcarboxylate

HRID 1066544

反応式

HRID 1066544 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:20][O:21][C:22]([O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[CH:36]=[CH:35][C:34]([C:37]([OH:39])=[O:38])=[CH:33][CH:32]=2)=[CH:27][CH:26]=1)=[O:23].[CH2:40](O)[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47].N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH3:20][O:21][C:22]([O:24][C:25]1[CH:26]=[CH:27][C:28]([C:31]2[CH:36]=[CH:35][C:34]([C:37]([O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])=[O:38])=[CH:33][CH:32]=2)=[CH:29][CH:30]=1)=[O:23]

参加物

6

反応物 4

HCID 9571-OctanolHCID 11776Triphenylphosphine2 回HCID 220568ethyl N-ethoxycarbonyliminocarbamate2 回HCID 183284084'-Methoxycarbonyloxy-4-biphenylcarboxylic acid2 回

生成物 1

HCID 18328376Octyl4'-methoxycarbonyloxy-4-biphenylcarboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of triphenylphosphine (3.78 g, 0.014 mol) in dry tetrahydrofuran (50 ml) was added to a stirred solution of compound 4 (3.92 g, 0.014 mol), octan-1-ol (1.88 g, 0.014 mol) and diethyl azodicarboxylate (DEAD) (2.51 g, 0.014 mol) in dry tetrahydrofuran (100 ml) under an atmosphere of dry nitrogen. The addition was such that the triphenylphosphine was added over 30 seconds in which time the solution became hot and the white solid (4) and orange colour (DEAD) disappeared. The resultant solution was stirred overnight, the solvent was removed in vacuo and the viscous, oily residue was purified by column chromatography (10% petrol/dichloromethane) to give a colourless solid which was recrystallised from ethanol to leave colourless plates.

後処理

  1. additionThe addition
  2. additionwas added over 30 seconds in which time the solution
  3. customthe solvent was removed in vacuo
  4. customthe viscous, oily residue was purified by column chromatography (10% petrol/dichloromethane)
  5. customto give a colourless solid which
  6. customwas recrystallised from ethanol
  7. customto leave colourless plates

出典と根拠

ORDレコード
ord-ee1b17d37cb343c2aadf060c825ddf70
出典データセット
uspto-grants-2001_06
特許番号
US06242636B1

関連ノート

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