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

HRID 356505노트

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HRID 356505 반응식
[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]

참가 물질

8

반응물 3

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

생성물 1

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

시약·촉매·용매 4

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매HCID 178418361HCID 178418361, 화합물용매

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온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-642890470e9845f8b36bd490bac04719
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834506

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