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Thioglycolic Acid → HCID 20348735、化合物

HRID 1701158
ノート
印刷プレビュー

反応式

HRID 1701158 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

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

生成物 1

HCID 20348735HCID 20348735、化合物

試薬・触媒・溶媒 2

HCID 241
Benzene
溶媒
HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f4501e07a2e4490f942fc150eeaaa7a7
出典データセット
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04191776

反応ノート

読み込み中…

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