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2-Bromophenol → 1-Bromo-2-(4-fluorophenethoxy)benzene

HRID 1245822
ノート
印刷プレビュー

反応式

HRID 1245822 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:28][C:29]1[CH:37]=[CH:36][C:32]([CH2:33][CH2:34]O)=[CH:31][CH:30]=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[F:28][C:29]1[CH:37]=[CH:36][C:32]([CH2:33][CH2:34][O:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Br:1])=[CH:31][CH:30]=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 72442-BromophenolHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 820684-Fluorophenethyl Alcohol

生成物 1

HCID 219143401-Bromo-2-(4-fluorophenethoxy)benzene収率 75.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran
溶媒

実験手順

2-Bromophenol (3.46 g) was mixed with tetrahydrofuran (60 ml) and triphenylphosphine (6.3 g) was added along with 4-fluorophenethyl alcohol (4.2 g). The mixture was cooled in an ice bath before dropwise addition of diisopropyl azodicarboxylate (4.85 g). The mixture was allowed to warm to room temperature over 18 h. The mixture was evaporated and diethyl ether (100 ml) was added. Stirring was continued for 3 h, the mixture was filtered and the filtrate was evaporated. The product was purified by column chromatography eluting with ethyl acetate/hexane mixtures to give a yellow oil (4.47 g).

後処理

  1. customThe mixture was evaporated
  2. additiondiethyl ether (100 ml) was added
  3. filtrationthe mixture was filtered
  4. customthe filtrate was evaporated
  5. customThe product was purified by column chromatography
  6. washeluting with ethyl acetate/hexane

出典と根拠

ORDレコード
ord-907b4dfff61f407080ed1e9bfa8c5e05
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07125896B2

反応ノート

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