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

HRID 745995노트

반응식

HRID 745995 반응식
[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

참가 물질

5

반응물 3

HCID 18430EpibromohydrinHCID 754544-Tert-ButylbenzenethiolHCID 22728368Triethylamine methanol

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-51507bba8cc441238c9b44c7248546b8
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04602030

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