4-Phenethyloxybenzoic Acid Methyl Ester → (4-Phenethyloxyphenyl)methanol

HRID 1827965ノート

反応式

HRID 1827965 の反応式
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:6][CH:5]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C(OCC)C>[CH2:11]([O:10][C:7]1[CH:6]=[CH:5][C:4]([CH2:3][OH:2])=[CH:9][CH:8]=1)[CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

参加物

4

反応物 2

HCID 120638344-Phenethyloxybenzoic Acid Methyl EsterHCID 21226445Aluminium lithium hydride

生成物 1

HCID 12990905(4-Phenethyloxyphenyl)methanol収率 98.2%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

4-Phenethyloxybenzoic acid methyl ester 10 (7.66 g, 29.89 mmol) was dissolved in diethyl ether and chilled to 0° C. LiAlH4 was slowly added and allowed to stir at 0° C. for 3 hours. The mixture was quenched with H2O. After addition of 3N NaOH the mixture was allowed to stir for 30 min. The mixture was then acidified with 4.5N HCl, extracted, dried, and concentrated in vacuo to give about 6.7g of a crystalline (4-phenethyloxyphenyl)methanol 11.

後処理

  1. customThe mixture was quenched with H2O
  2. additionAfter addition of 3N NaOH the mixture
  3. stirringto stir for 30 min
  4. extractionextracted
  5. customdried
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-093d5a592e824bce8ebeba115df374af
出典データセット
uspto-grants-2006_06
特許番号
US07056903B2

反応ノート

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