Triphenylphosphine → 4-(5-Undecyl-pyrimidin-2-yl)phenyl (3-ethyl-cyclopentan-1-yl)methyl ether

HRID 1826556ノート

反応式

HRID 1826556 の反応式
N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:32]([C:43]1[CH:44]=[N:45][C:46]([C:49]2[CH:54]=[CH:53][C:52]([OH:55])=[CH:51][CH:50]=2)=[N:47][CH:48]=1)[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42].[CH2:56]([CH:58]1[CH2:62][CH2:61][CH:60]([CH2:63]O)[CH2:59]1)[CH3:57]>C1COCC1>[CH2:56]([CH:58]1[CH2:62][CH2:61][CH:60]([CH2:63][O:55][C:52]2[CH:51]=[CH:50][C:49]([C:46]3[N:47]=[CH:48][C:43]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])=[CH:44][N:45]=3)=[CH:54][CH:53]=2)[CH2:59]1)[CH3:57]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 22134208(3-Ethylcyclopentyl)methanolHCID 1356196824-(5-Undecylpyrimidin-2-yl)phenol

生成物 1

HCID 701128834-(5-Undecyl-pyrimidin-2-yl)phenyl (3-ethyl-cyclopentan-1-yl)methyl ether

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A fully reacted mixture of equimolar amounts of diethyl azodicarboxylate and triphenylphosphine in THF is admixed with equimolar amounts of 4-(5-undecyl-pyrimidin-2-yl)phenol and 3-ethyl-cyclopentan-1-yl-methanol (prepared by LiAlH4 reduction of methyl 3-ethyl-cyclopentanecarboxylic acid). The mixture is stirred for 24 h at room temperature and then evaporated to dryness under reduced pressure. Purification by chromatography (silica gel, dichloromethane) and recrystallization affords the target compound.

後処理

  1. customevaporated to dryness under reduced pressure
  2. customPurification
  3. customby chromatography (silica gel, dichloromethane) and recrystallization
  4. customaffords the target compound

出典と根拠

ORDレコード
ord-b069b6d95c594dc887798e2bfe81c520
出典データセット
uspto-grants-2006_05
特許番号
US07052742B1

反応ノート

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