Diethyl Ether → 4-[2-[(E)-2-iodovinyl]-phenoxy]-butan-1-ol

HRID 2081320ノート

反応式

HRID 2081320 の反応式
C([O:3][C:4](=O)[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1/[CH:15]=[CH:16]/[I:17])C.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)C>O1CCCC1>[I:17]/[CH:16]=[CH:15]/[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][CH2:4][OH:3]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 150701204-[2-[(E)-2-iodovinyl]-phenoxy]butyric acid ethyl esterHCID 21226445Aluminium lithium hydride

生成物 1

HCID 150701424-[2-[(E)-2-iodovinyl]-phenoxy]-butan-1-ol収率 54.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 250 mg of 4-[2-[(E)-2-iodovinyl]-phenoxy]butyric acid ethyl ester in 5 ml of tetrahydrofuran is instilled into a suspension of 80 mg of lithium aluminum hydride at 0° C. with stirring and under argon atmosphere. Then, it is stirred for an hour with ice cooling, the mixture is decomposed under argon atmosphere with ice water, shaken out with diethyl ether, dried (Na2SO4) and concentrated by evaporation. 120 mg of 4-[2-[(E)-2-iodovinyl]-phenoxy]-butan-1-ol is obtained as a yellow oil, which is further reacted as a crude product.

後処理

  1. stirringThen, it is stirred for an hour with ice cooling
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-042a509286504dbda294c99e3f1377be
出典データセット
uspto-grants-1993_02
特許番号
US05183925

反応ノート

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