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Triphenylphosphine → 4-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-ethoxy}-naphthalene-1-carbaldehyde

HRID 479134
ノート
印刷プレビュー

反応式

HRID 479134 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:17][CH2:18][OH:19].O[C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24]([CH:31]=[O:32])=[CH:23][CH:22]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1(C)C=CC=CC=1>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:17][CH2:18][O:19][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24]([CH:31]=[O:32])=[CH:23][CH:22]=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 11776TriphenylphosphineHCID 3442904-Hydroxy-1-naphthaldehydeHCID 5363146Diisopropyl azodicarboxylateHCID 105881722-(5-Methyl-2-(4-(trifluoromethyl)phenyl)oxazol-4-yl)ethanol

生成物 1

HCID 180035524-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-ethoxy}-naphthalene-1-carbaldehyde

試薬・触媒・溶媒 1

HCID 1140
Toluene
溶媒

実験手順

2.00 g of 2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-ethanol (7.37 mmol) was dissolved in 37 ml of toluene and treated successively at 0° C. with 1.27 g of 4-hydroxy-naphthalene-1-carbaldehyde (7.37 mmol), 1.93 g of triphenylphosphine (7.37 mmol), and 1.49 g (7.37 mmol) of DIAD. The cooling bath was then removed and stirring continued for 2 h. The reaction mixture was then evaporated to dryness in vacuo. Flash chromatography (SiO2, hexane/AcOEt=75/25), followed by boiling up in ether, delivered 1.28 g of the title compound as off-white crystals.

後処理

  1. customThe cooling bath was then removed
  2. customThe reaction mixture was then evaporated to dryness in vacuo

出典と根拠

ORDレコード
ord-8b747aea718945308ede271b56480a7f
出典データセット
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06642389B2

反応ノート

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