2-Methyl-6-phenoxy-hexanoic acid → 1-Hydroxy-2-methyl-6-phenoxyhexane

HRID 1287353ノート

反応式

HRID 1287353 の反応式
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:3](O)=[O:4].[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC.C1COCC1>[OH:4][CH2:3][CH:2]([CH3:1])[CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

5

反応物 2

HCID 203221352-Methyl-6-phenoxy-hexanoic acidHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 203221341-Hydroxy-2-methyl-6-phenoxyhexane

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 129 g of 2-methyl-6-phenoxy-hexanoic acid in 200 ml of absolute ether and 100 ml of absolute THF was added dropwise, under exclusion of humidity, to 32 g (0.84 mol) of LiAlH4 in 1.2 l of absolute ether. After reflux and stirring for 5 hours the LiAlH4 in excess was destroyed with acetic acid and then destroyed by dropwise addition of water and a 10% sulfuric acid. The organic layer was washed with saturated NaHCO3 -solution, dried and evaporated. The crude product was immediately further reacted.

後処理

  1. temperatureAfter reflux
  2. customin excess was destroyed with acetic acid
  3. customdestroyed by dropwise addition of water
  4. washThe organic layer was washed with saturated NaHCO3 -solution
  5. customdried
  6. customevaporated

出典と根拠

ORDレコード
ord-24f4068b27994f578d97f3b06877d331
出典データセット
uspto-grants-1976_10
特許番号
US03984459

反応ノート

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