Water → 4-Methoxy-5-methyl-indan-1-one

HRID 389319노트

반응식

HRID 389319 반응식
[OH:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:12].[C:13](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O.O>CN(C)C=O>[CH3:13][O:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:12]

참가 물질

6

반응물 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 668122914-Hydroxy-5-methyl-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 552973254-Methoxy-5-methyl-indan-1-one수율 82.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
62.5 °C

실험 절차

To a suspension of 4-Hydroxy-5-methyl-indan-1-one (50.0 gm, 0.308 mole) and Potassium carbonate (127.0 gm, 0.928 mole) in Dimethylformamide (250 ml), Dimethyl sulphate (90 ml, 0.928 mole) was added at 0° C. The reaction mixture was heated at 60-65° C. and stirred for 16 hours. The reaction mixture was poured into water (1 liter) and extracted with Ethylacetate (3×250 ml). The organic layer was dried over Sodium sulphate and distilled under vacuum to give 10.0 gm of crude product which was purified by column chromatography using Hexane as a mobile phase. The collected fractions were distilled under vacuum to give 45.0 gm of desired product as a viscous oil.

후처리

  1. additionwas added at 0° C
  2. extractionextracted with Ethylacetate (3×250 ml)
  3. dry with materialThe organic layer was dried over Sodium sulphate
  4. distillationdistilled under vacuum
  5. customto give 10.0 gm of crude product which
  6. customwas purified by column chromatography
  7. distillationThe collected fractions were distilled under vacuum

출처 및 근거

ORD 기록
ord-2ef6e310826c44b299876b546698b227
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378118B2

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