HCID 68004074, 화합물 → (1H-Indol-3-ylsulfanyl)-acetic acid

HRID 1621270노트

반응식

HRID 1621270 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([S:10][CH2:11][C:12]([O:14]C)=[O:13])=[CH:2]1>O1CCCC1.[Li+].[OH-].ClCCl>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([S:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:2]1

참가 물질

5

반응물 1

HCID 68004074HCID 68004074, 화합물

생성물 1

HCID 590707(1H-Indol-3-ylsulfanyl)-acetic acid수율 38%

시약·촉매·용매 3

HCID 3939Lithium Hydroxide용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 2-((1H-indol-3-yl)thio)acetate from Step A was dissolved in a mixture of tetrahydrofuran (20 mL) and 2.0 M aqueous LiOH (15 mL), then stirred vigorously at ambient temperature for 30 min. Tetrahydrofuran was removed in vacuo, the aqueous layer neutralized with 1.2 N HCl and extracted with CH2Cl2. The organic layer was dried over magnesium sulfate and the solvent was removed in vacuo to produce an oily residue. Upon diluting the residue in dichloromethane a solid formed which was filtered and dried to yield the desired product (2.00 grams, 9.65 mmol, 38% yield over 2 steps). LCMS>99% at 254 nm, RT=1.02 min, m/z=208 (M+1).

후처리

  1. customTetrahydrofuran was removed in vacuo
  2. extractionextracted with CH2Cl2
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customthe solvent was removed in vacuo
  5. customto produce an oily residue
  6. customformed which
  7. filtrationwas filtered
  8. customdried

출처 및 근거

ORD 기록
ord-7081289dd766440c83c3699322d7769c
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772509B2

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