Epibromohydrin → 1-Bromo-3-(4'-tert-butylphenylthio)-propan-2-ol

HRID 745995ノート

反応式

HRID 745995 の反応式
[Br:1][CH2:2][CH:3]1[O:5][CH2:4]1.CO.C(N(CC)CC)C.[C:15]([C:19]1[CH:24]=[CH:23][C:22]([SH:25])=[CH:21][CH:20]=1)([CH3:18])([CH3:17])[CH3:16]>C(OCC)C>[Br:1][CH2:2][CH:3]([OH:5])[CH2:4][S:25][C:22]1[CH:23]=[CH:24][C:19]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:20][CH:21]=1

参加物

5

反応物 3

HCID 18430EpibromohydrinHCID 754544-Tert-ButylbenzenethiolHCID 22728368Triethylamine methanol

生成物 1

HCID 233113041-Bromo-3-(4'-tert-butylphenylthio)-propan-2-ol収率 92.7%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a stirred solution of 75.3 g [46.7 ml (0.55 mole)] 1-bromo-2,3-epoxypropane (epibromohydrin) in 14 ml 1:1 methanol/triethylamine cooled to 0°-5° C. in an ice-water bath, 83 g (0.5 mole) p-tert-butyl-thiophenol was added dropwise. After the addition was complete, the reaction mixture was allowed to come to room temperature and was stirred at room temperature for about 2 hours. The reaction mixture was dissolved in ethyl ether; washed with 1N sodium hydroxide, with 2N hydrochloric acid, with water until neutral and then with brine (twice). The organic phase was dried, filtered and concentrated to give 140.6 g of the above-identified product as an orange-red oil.

後処理

  1. additionAfter the addition
  2. customto come to room temperature
  3. washwashed with 1N sodium hydroxide, with 2N hydrochloric acid, with water until neutral and then with brine (twice)
  4. customThe organic phase was dried
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-51507bba8cc441238c9b44c7248546b8
出典データセット
uspto-grants-1986_07
特許番号
US04602030

反応ノート

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