Hydrochloric Acid → HCID 14989157, 화합물

HRID 248051노트

반응식

HRID 248051 반응식
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([S:16][CH2:17][CH2:18][CH:19]=[O:20])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])[CH3:3].[CH:21]([Mg]Cl)([CH3:23])[CH3:22].Cl.O>O1CCCC1>[CH3:4][C:2]([C:5]1[CH:6]=[C:7]([S:16][CH2:17][CH2:18][CH:19]([OH:20])[CH:21]([CH3:23])[CH3:22])[CH:8]=[C:9]([C:12]([CH3:13])([CH3:14])[CH3:15])[C:10]=1[OH:11])([CH3:1])[CH3:3]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 140118163-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]propanalHCID 178418918HCID 178418918, 화합물

생성물 1

HCID 14989157HCID 14989157, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

2.0 g of the aldehyde of Example 4 was dissolved in 20 ml of dry tetrahydrofuran under argon and added to 8.5 ml of 2 M isopropylmagnesium chloride in tetrahydrofuran that had previously been added under argon gas to a flask that had been dried in vacuo overnight. Reaction temperature was maintained at 10°-15° C. with an ice bath. When addition was complete, the reaction mixture was allowed warm to room temperature and stirred for 3 hours. 2 N hydrochloric acid (2 ml) was added followed by 50 ml of water and the mixture extracted with ethyl acetate three times. The organic extracts were combined, washed with water twice and dried over sodium sulfate. The solvent was removed in vacuo after filtration and the crude product chromatographed on silica to give the title compound.

후처리

  1. additionhad previously been added under argon gas to a flask that
  2. customhad been dried in vacuo overnight
  3. customReaction temperature
  4. temperaturewas maintained at 10°-15° C. with an ice bath
  5. additionWhen addition
  6. extractionthe mixture extracted with ethyl acetate three times
  7. washwashed with water twice
  8. dry with materialdried over sodium sulfate
  9. customThe solvent was removed in vacuo
  10. filtrationafter filtration
  11. customthe crude product chromatographed on silica

출처 및 근거

ORD 기록
ord-bbafa804409f41bf9ff2cd513e81b1ef
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208262

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