Ammonia → 6-Phenylhexane-1-thiol

HRID 618630노트

반응식

HRID 618630 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.NC(N)=[S:16].N.Cl>C(O)C>[C:8]1([CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][SH:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 561788(6-Bromohexyl)benzeneHCID 2723790Thiourea

생성물 1

HCID 104880806-Phenylhexane-1-thiol

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

15.0 g (62.2 mmol) 1-bromo-6-phenyl-hexane (described in the unexamined laid-open patent application of the int. Appl. PCT/EP95/04413) dissolved in 40 ml ethanol was added under a nitrogen atmosphere to a solution of 7.10 g (93.3 mmol) thiourea in 30 ml ethanol. After boiling for 7 hours at reflux temperature, it was allowed to cool to room temperature, admixed with 33 ml concentrated ammonia and heated for 4 h to reflux. Subsequently it was acidified to pH 1 with 15 ml concentrated HCl. It was extracted three times with 200 ml ether each time, washed with water and saturated sodium chloride solution, dried over magnesium sulfate and the solvent was removed in a vacuum. The residue was taken up in dichloromethane, the solid was suction filled, rewashed with dichloromethane and the filtrate was evaporated in a vaccum. 9.80 g (82%) 13 as a colourless oil.

후처리

  1. temperatureat reflux temperature, it
  2. temperatureheated for 4 h
  3. temperatureto reflux
  4. extractionIt was extracted three times with 200 ml ether each time
  5. washwashed with water and saturated sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. customthe solvent was removed in a vacuum
  8. additionfilled
  9. customthe filtrate was evaporated in a vaccum

출처 및 근거

ORD 기록
ord-5e0175bef9144212bb074ab704820e6a
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05955452

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