Hydrochloric Acid → (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

HRID 1611245ノート

反応式

HRID 1611245 の反応式
C[O:2][C:3](=[O:15])[C@@H:4]([OH:14])[C@@H:5]([CH2:10][CH2:11][CH2:12][CH3:13])[C:6]([O:8]C)=[O:7].[OH-].[Na+].Cl>CO.O>[CH2:10]([C@@H:5]([C:6]([OH:8])=[O:7])[C@H:4]([OH:14])[C:3]([OH:15])=[O:2])[CH2:11][CH2:12][CH3:13]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23520166(2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester

生成物 1

HCID 60111363(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To (2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester B-3 in MeOH (28 mL) is added a solution of NaOH (2.2 g, 55 mmol) in water (28 mL). After 24 hours, the MeOH is removed, the crude reaction is acidified with HCl (6 N, 12 mL) to pH=1, and then extracted with EtOAc (3×50 mL). The combined organic layers are dried (Na2SO4) and concentrated to give (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid B-4.

後処理

  1. customthe MeOH is removed
  2. customthe crude reaction
  3. extractionextracted with EtOAc (3×50 mL)
  4. dry with materialThe combined organic layers are dried (Na2SO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-4002d8ebf87b4cf9bddcaa257fe11652
出典データセット
uspto-grants-2006_01
特許番号
US06987104B2

反応ノート

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