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4-Iodophenol → 5-[(4-Iodophenoxy)methyl]bicyclo[2.2.1]hept-2-ene

HRID 249634
ノート
印刷プレビュー

反応式

HRID 249634 の反応式
CCOC(/N=N/C(OCC)=O)=O.[CH:13]12[CH2:19][CH:16]([CH:17]=[CH:18]1)[CH2:15][CH:14]2[CH2:20][OH:21].[I:22][C:23]1[CH:28]=[CH:27][C:26](O)=[CH:25][CH:24]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[I:22][C:23]1[CH:28]=[CH:27][C:26]([O:21][CH2:20][CH:14]2[CH2:15][CH:16]3[CH2:19][CH:13]2[CH:18]=[CH:17]3)=[CH:25][CH:24]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 108944-IodophenolHCID 11776TriphenylphosphineHCID 78946Bicyclo(2.2.1)hept-5-ene-2-methanolHCID 5462977Diethyl azodicarboxylate

生成物 1

HCID 219893005-[(4-Iodophenoxy)methyl]bicyclo[2.2.1]hept-2-ene収率 97%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

Diethylazodicarboxylate (8.7 g) was added dropwise to a solution of 5-norbornene-2-methanol (6.2 g, 0.05 mol), 4-iodophenol (11.0 g, 0.05 mol) and triphenylphosphine (13.1 g, 0.05 mol) in 100 mL of anhydrous tetrahydrofuran. After completion of the addition, the resulting solution was stirred for 18 h at room temperature. The solvent was removed under reduced pressure and the oily residue was extracted three times with hot hexane. Combined hexane extracts were evaporated under reduced pressure to give 8 (15.0 g, 97%) as a colorless oil.

後処理

  1. additionAfter completion of the addition
  2. customThe solvent was removed under reduced pressure
  3. extractionthe oily residue was extracted three times with hot hexane
  4. customCombined hexane extracts were evaporated under reduced pressure

出典と根拠

ORDレコード
ord-6c4b0cad76f84ec18500d69c9823e5bb
出典データセット
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07862860B2

反応ノート

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