Pyridine → Toluene-4-thiosulfonic acid S-(2-tert-butyl-4-hydroxy-5-methyl-phenyl) ester

HRID 356508ノート

反応式

HRID 356508 の反応式
[S:1](Br)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].N1C=CC=CC=1.[C:18]([C:22]1[C:23]([SH:30])=[CH:24][C:25]([CH3:29])=[C:26]([OH:28])[CH:27]=1)([CH3:21])([CH3:20])[CH3:19]>C(Cl)(Cl)(Cl)Cl.C(Cl)(Cl)Cl>[C:18]([C:22]1[CH:27]=[C:26]([OH:28])[C:25]([CH3:29])=[CH:24][C:23]=1[S:30][S:1]([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2])([CH3:21])([CH3:20])[CH3:19]

参加物

6

反応物 3

HCID 1049PyridineHCID 101308854-Methylbenzene-1-sulfonyl bromideHCID 107030535-tert-Butyl-4-mercapto-2-methyl-phenol

生成物 1

HCID 10521842Toluene-4-thiosulfonic acid S-(2-tert-butyl-4-hydroxy-5-methyl-phenyl) ester

試薬・触媒・溶媒 2

HCID 5943Carbon Tetrachloride溶媒2 回HCID 6212Chloroform溶媒

反応条件

温度
0 °C

実験手順

To a round bottom flask equipped with a magnetic stirrer and addition funnel were added tosyl bromide (30.6 g, 130 mmol), CCl4 (150 mL), and pyridine (10.51 mL, 130 mmol), respectively. This slurry was cooled to 0° C. and treated dropwise a solution of 24.3 g (124 mmol) of 5-tert-butyl-4-mercapto-2-methyl-phenol (prepared in Example QQQ) in CCl4 (150 mL). The mixture was diluted with CHCl3, washed with brine, and dried (MgSO4). The solvent was evaporated to give a solid which was washed and filtered with hexanes:Et2O (4:1) to give the title compound. 1H NMR (CDCl3) δ 1.22 (s, 9 H), 2.11 (s, 3 H), 2.42 (s, 3 H), 6.87 (s, 1 H), 7.16 (s, 1 H) 7.26 (d, 2 H), 7.49 (d, 2 H).

後処理

  1. customTo a round bottom flask equipped with a magnetic stirrer and addition funnel
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. customThe solvent was evaporated
  5. customto give a solid which
  6. washwas washed
  7. filtrationfiltered with hexanes:Et2O (4:1)

出典と根拠

ORDレコード
ord-b129bcddb12b48bd97de995a0644ec7d
出典データセット
uspto-grants-1998_11
特許番号
US05834506

反応ノート

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