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

HRID 7328

반응식

HRID 7328 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fe246bcbccfc45eab97f443429b20fe3
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087267B2

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