Hydrochloric Acid → 2-(5-tert-Butyl-4-mercapto-2-methyl-phenoxy)-ethanol

HRID 356505ノート

反応式

HRID 356505 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9](=O)[CH2:10][O:11][C:12]1[CH:17]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:15]([S:22]C#N)=[CH:14][C:13]=1[CH3:25].Cl>C1COCC1.CCOC(C)=O.O.[H][H]>[C:18]([C:16]1[C:15]([SH:22])=[CH:14][C:13]([CH3:25])=[C:12]([CH:17]=1)[O:11][CH2:10][CH2:9][OH:8])([CH3:21])([CH3:20])[CH3:19]

参加物

8

反応物 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 54333600(5-Tert-butyl-2-methyl-4-thiocyanato-phenoxy)acetic acid methyl ester

生成物 1

HCID 187987132-(5-tert-Butyl-4-mercapto-2-methyl-phenoxy)-ethanol

試薬・触媒・溶媒 4

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 178418361HCID 178418361、化合物溶媒

反応条件

温度
0 °C

実験手順

To a round bottom flask equipped with a magnetic stirrer and addition funnel were added 1.50 g (39.5 mmol) of lithium aluminum hydride and freshly distilled THF (40 mL). This slurry was cooled to 0° C. and treated dropwise with a solution of (5-tert-butyl-2-methyl-4-thiocyanato-phenoxy) acetic acid methyl ester (prepared in Example KKK; 4.48 g, 15.3 mmol) dissolved in freshly distilled THF (40 mL). The reaction was worked up by diluting the slurry with EtOAc and slowly adding H2O until hydrogen gas evolution had ceased. The solution was neutralized with 1N HCl and extracted with EtOAc. The organic layers were combined, dried (MgSO4) and concentrated. The residue was dried under high vacuum and carried on crude to the next step (see Example MMM).

後処理

  1. customTo a round bottom flask equipped with a magnetic stirrer and addition funnel
  2. extractionextracted with EtOAc
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe residue was dried under high vacuum

出典と根拠

ORDレコード
ord-642890470e9845f8b36bd490bac04719
出典データセット
uspto-grants-1998_11
特許番号
US05834506

反応ノート

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