Hydrochloric Acid → (S)-3-hex-5-enylsulfanyl-2-methyl-propionic acid

HRID 1432101ノート

反応式

HRID 1432101 の反応式
[C:1]([S:4][CH2:5][C@@H:6]([CH3:10])[C:7]([OH:9])=[O:8])(=O)[CH3:2].[OH-].[Na+].Br[CH2:14][CH2:15][CH2:16][CH2:17]C=C.Cl>CO.CCOC(C)=O>[CH2:1]([S:4][CH2:5][C@@H:6]([CH3:10])[C:7]([OH:9])=[O:8])[CH2:2][CH2:17][CH2:16][CH:15]=[CH2:14]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 759066-Bromo-1-hexeneHCID 2724506D-beta-acetylthioisobutyric acid

生成物 1

HCID 86611584(S)-3-hex-5-enylsulfanyl-2-methyl-propionic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 1.62 g (10 mmol) (S)-3-acetylsulfanyl-2-methyl-propionic acid in 20 ml MeOH is treated with 7.5 ml 4N NaOH and 1.63 g (10 mmol) 6-bromo-hex-1-ene. After being stirred for 1 h at rt the mixture is diluted with 50 ml EtOAc and acidified with 25 ml 1N HCl. The organic phase is washed with brine, dried with sodium sulfate and concentrated in vacuo to yield (S)-3-hex-5-enylsulfanyl-2-methyl-propionic acid as an oil which is used without purification for the next step.

後処理

  1. washThe organic phase is washed with brine
  2. dry with materialdried with sodium sulfate
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5d0a35cfe797481585345ba553764e3f
出典データセット
uspto-grants-2009_11
特許番号
US07612055B2

反応ノート

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