Ammonia → 6-Phenylhexane-1-thiol

HRID 618630ノート

反応式

HRID 618630 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 104880806-Phenylhexane-1-thiol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5e0175bef9144212bb074ab704820e6a
出典データセット
uspto-grants-1999_09
特許番号
US05955452

反応ノート

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