Hydrochloric Acid → 2-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylamine

HRID 1401864

반응식

HRID 1401864 반응식
[CH3:1][C:2]1([CH3:22])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]3[N:15]=[C:16]([CH2:19][C:20]#[N:21])[S:17][CH:18]=3)[CH:5]=[CH:4][C:3]1=2.Cl>C1COCC1.CO>[CH3:1][C:2]1([CH3:22])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([C:14]3[N:15]=[C:16]([CH2:19][CH2:20][NH2:21])[S:17][CH:18]=3)[CH:5]=[CH:4][C:3]1=2

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 2742595[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]acetonitrile

생성물 1

HCID 683804452-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylamine

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매2회

실험 절차

680 mg (2.19 mmol) of [4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]acetonitrile from step a are dissolved in 10 ml of THF, placed under nitrogen, boiled to reflux, and 1.21 ml (2.41 mmol) of a 2M borane dimethyl sulfide complex solution in THF are added. The mixture is refluxed for a further 40 min, cooled, a 1.25 M HCl solution in methanol is slowly added, the mixture is evaporated in a rotary evaporator. The residue is taken up in DCM, washed with a saturated sodium hydrogencarbonate solution. The organic phase is dried, filtered and evaporated. The brown oily residue is digested using a little ACN and filtered off with suction.

후처리

  1. temperatureto reflux
  2. temperatureThe mixture is refluxed for a further 40 min
  3. temperaturecooled
  4. customthe mixture is evaporated in a rotary evaporator
  5. washwashed with a saturated sodium hydrogencarbonate solution
  6. customThe organic phase is dried
  7. filtrationfiltered
  8. customevaporated
  9. filtrationfiltered off with suction

출처 및 근거

ORD 기록
ord-f78d0a5257814a1f937260329f35f0d0
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08907098B2

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