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Thioglycolic Acid → HCID 20348735, 화합물

HRID 1701158
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HRID 1701158 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14](O)[CH3:15])=[CH:10][CH:9]=1.FC1C=CC=CC=1C1C=CC(CC(CC2C=CC(C3C=CC=CC=3F)=CC=2)=O)=CC=1.[BH4-].[Na+].[SH:49][CH2:50][C:51]([OH:53])=[O:52].C1(C)C=CC(S(O)(=O)=O)=CC=1>CO.C1C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([S:49][CH2:50][C:51]([OH:53])=[O:52])[CH3:15])=[CH:10][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 1133Thioglycolic AcidHCID 6101p-Toluenesulfonic acidHCID 4311764Sodium borohydrideHCID 13519938HCID 13519938, 화합물HCID 544884792'-Fluoro-4-biphenylyl-methyl-ketone

생성물 1

HCID 20348735HCID 20348735, 화합물

시약·촉매·용매 2

HCID 241
Benzene
용매
HCID 887Methanol용매

실험 절차

50 gm (0.23 mol) of 1-(2'-fluoro-4-biphenylyl)-1-hydroxy-ethane, m.p. 88° C., (prepared from 2'-fluoro-4-biphenylyl-methyl-ketone by reduction with sodium borohydride in methanol) were dissolved in 500 ml of benzene, 32.2 gm (0.276 mol) of 80% mercapto-acetic acid and 1 gm of p-toluenesulfonic acid were added, and the mixture was heated at its boiling point for 1 hour, using an apparatus equipped with a water trap. 20.5 ml of water were separated. The benzene solution was washed with water after cooling, dried and evaporated. The crystalline residue was recrystallized from benzene/cyclohexane (2:1), whereby 38.0 gm (61.5% of theory) of the title compound, m.p. 125°-127° C., were obtained.

후처리

  1. temperaturethe mixture was heated at its boiling point for 1 hour
  2. customequipped with a water trap
  3. custom20.5 ml of water were separated
  4. washThe benzene solution was washed with water
  5. temperatureafter cooling
  6. customdried
  7. customevaporated
  8. customThe crystalline residue was recrystallized from benzene/cyclohexane (2:1), whereby 38.0 gm (61.5% of theory) of the title compound, m.p. 125°-127° C.
  9. customwere obtained

출처 및 근거

ORD 기록
ord-f4501e07a2e4490f942fc150eeaaa7a7
출처 데이터셋
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04191776

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