Tert-Butylamine → HCID 71089301, 화합물

HRID 2273377노트

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HRID 2273377 반응식
[CH2:1]([C:7]1([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:19]2[CH:18]=[C:17]3[CH:20]=[C:21]([CH3:23])[CH2:22][C:16]3=[CH:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C([Li])CCC.C(N)(C)(C)C.[C:40]([NH:44][Si:45](C1C2C(=CC3C(CCCCCC)(CCCCCC)C4C(C=3C=2)=CC=CC=4)C=C1C)([CH3:47])[CH3:46])([CH3:43])([CH3:42])[CH3:41]>C(OCC)C>[C:40]([NH:44][Si:45]([CH:20]1[C:17]2=[CH:18][C:19]3[C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:8]4[C:13]([C:14]=3[CH:15]=[C:16]2[CH:22]=[C:21]1[CH3:23])=[CH:12][CH:11]=[CH:10][CH:9]=4)([CH3:47])[CH3:46])([CH3:43])([CH3:42])[CH3:41]

참가 물질

6

반응물 4

HCID 6385Tert-ButylamineHCID 71089364HCID 71089364, 화합물HCID 86694793HCID 86694793, 화합물HCID 178418339Butyllithium

생성물 1

HCID 71089301HCID 71089301, 화합물수율 88.9%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

In a 500 mL round flask, 9,9-dihexyl-2-methyl-3,9-dihydrocyclopenta[b]fluorene (40.0 g, 103.5 mmol) was dissolved in 320 mL of diethyl ether, and then the temperature was lowered to −78° C. Then, n-butyllithium (2.5M hexane solution, 42 mL) was slowly injected thereto, followed by stirring at room temperature for 12 hours. After volatile materials were removed by vacuum, 350 mL of n-hexane was added to the mixture to lower the reactor temperature to −78° C., followed by addition of dichlorodimethylsilane (40 g). The temperature was again raised to room temperature, followed by stiffing for 24 hours, and then salts were removed through filtering. Then, volatile materials were removed by vacuum. The product was again inputted to a 500 mL round flask, and dissolved in 320 mL of diethyl ether. The temperature was lowered to −78° C., and tert-butylamine (22.7 g, 310.4 mmol) was added thereto. The temperature was raised to room temperature, followed by stirring for 12 hours, and then volatile materials were completely removed by vacuum. Then, 200 mL of n-hexane was added to dissolve the resultant material, and salts were removed through filtering. The solvent was removed, to thereby obtain 48 g of a mixture of N-tert-butyl-1-(9,9-dihexyl-2-methyl-3,9-dihydrocyclopenta[b]fluoren-3-yl)-1,1-dimethylsilanamine and N-tert-butyl-1-(9,9-dihexyl-2-methyl-1,9-dihydrocylopenta[b]fluoren-1-yl)-1,1-dimethylsilanamine (ratio=˜1:1), (yield: 88.9%), as viscous material.

후처리

  1. customwas lowered to −78° C
  2. customAfter volatile materials were removed by vacuum, 350 mL of n-hexane
  3. additionwas added to the mixture
  4. customto −78° C.
  5. additionfollowed by addition of dichlorodimethylsilane (40 g)
  6. temperatureThe temperature was again raised to room temperature
  7. waitby stiffing for 24 hours
  8. customsalts were removed
  9. filtrationthrough filtering
  10. customThen, volatile materials were removed by vacuum
  11. customThe product was again inputted to a 500 mL round flask
  12. dissolutiondissolved in 320 mL of diethyl ether
  13. customwas lowered to −78° C.
  14. temperatureThe temperature was raised to room temperature
  15. stirringby stirring for 12 hours
  16. customvolatile materials were completely removed by vacuum
  17. additionThen, 200 mL of n-hexane was added
  18. dissolutionto dissolve the resultant material, and salts
  19. customwere removed
  20. filtrationthrough filtering
  21. customThe solvent was removed

출처 및 근거

ORD 기록
ord-989a90a16f3b4373a3fbb00ca2b7ebfe
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09120884B2

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