Triphenylphosphine → 4-{3-[2-(4-Methoxy-phenyl)-5-methyl-oxazol-4-yl]-propoxy}-naphthalene-1-carbaldehyde

HRID 479144

反応式

HRID 479144 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]([CH3:18])=[C:12]([CH2:14][CH2:15][CH2:16][OH:17])[N:13]=2)=[CH:5][CH:4]=1.O[C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23]([CH:30]=[O:31])=[CH:22][CH:21]=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][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:10][C:11]([CH3:18])=[C:12]([CH2:14][CH2:15][CH2:16][O:17][C:20]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[C:23]([CH:30]=[O:31])=[CH:22][CH:21]=3)[N:13]=2)=[CH:7][CH:8]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 3442904-Hydroxy-1-naphthaldehydeHCID 5363146Diisopropyl azodicarboxylateHCID 180035253-[2-(4-Methoxy-phenyl)-5-methyl-oxazol-4-yl]-propan-1-ol

生成物 1

HCID 180035974-{3-[2-(4-Methoxy-phenyl)-5-methyl-oxazol-4-yl]-propoxy}-naphthalene-1-carbaldehyde

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

g of the above prepared 3-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-propan-1ol (4.04 mmol) was dissolved in 21 ml of toluene and treated successively at 0° C. with 0.696 g of 4-hydroxy-naphthalene-1-carbaldehyde (4.04 mmol), 1.061 g of triphenylphosphine (4.04 mmol), and 0.818 g (4.04 mmol) of DIAD. The cooling bath was then removed and stirring continued for 3 h. Pouring onto crashed ice, twofold extraction with AcOEt, washing with 3N NaOH and water, drying over magnesium sulfate, and evaporation of the solvents, followed by flash chromatography (silica gel, hexane/AcOEt=7/3) left finally 1.084 g of the title compound as light yellow gum.

後処理

  1. customThe cooling bath was then removed
  2. additionPouring
  3. extractionice, twofold extraction with AcOEt
  4. washwashing with 3N NaOH and water
  5. dry with materialdrying over magnesium sulfate, and evaporation of the solvents
  6. waitleft finally 1.084 g of the title compound as light yellow gum

出典と根拠

ORDレコード
ord-744c70bc541d45089c2e43a675e97ae7
出典データセット
uspto-grants-2003_11
特許番号
US06642389B2

関連ノート

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