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Triphenylphosphine → alpha-Methylcinnamic alcohol

HRID 2367075
ノート
印刷プレビュー

反応式

HRID 2367075 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[OH-].[Na+].[CH3:22]/[C:23](/[CH:31]=[O:32])=[CH:24]/[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[H][H]>C(O)(C)C>[CH3:22]/[C:23](/[CH2:31][OH:32])=[CH:24]\[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=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 14798Sodium HydroxideHCID 53548963-Phenyl-2-methylacroleinHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 6393846alpha-Methylcinnamic alcohol収率 85%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

Into a stainless steel autoclave equipped with a glass inner tube, Cu(NO3)(PPh3)2 (11.7 mg, 0.018 mmol) and triphenylphosphine (28.3 mg, 0.108 mmol) were introduced. The inside of the autoclave was then replaced with nitrogen. To the autoclave, an isopropyl alcohol solution of sodium hydroxide (0.03 M) (6.0 mL, 0.18 mmol), and α-methyl cinnamic aldehyde (0.50 mL, 3.6 mmol) were added, and stirring was performed at a hydrogen pressure of 5 MPa at 50° C. for 16 hours. The hydrogen was released with great care, and the conversion was analyzed by GC (>99%). The contents were concentrated, and then purified by silica gel chromatography. Thus, 453 mg of the α-methyl cinnamic alcohol was obtained (yield: 85%).

後処理

  1. concentrationThe contents were concentrated
  2. custompurified by silica gel chromatography

出典と根拠

ORDレコード
ord-5823b75b64244b4e996acd63957cbe9c
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08697881B2

反応ノート

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