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Hydrochloric Acid → HCID 66654549, 화합물

HRID 926667
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HRID 926667 반응식
[CH2:1]([CH:7]([CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[CH2:8][CH2:9][C:10]1[CH:15]=[C:14]([O:16]C)[C:13]([CH2:18][CH2:19][CH:20]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:12][C:11]=1[O:35]C)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].B(Br)(Br)Br.CO.Cl>ClCCl.O>[CH2:29]([CH:20]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:19][CH2:18][C:13]1[CH:12]=[C:11]([OH:35])[C:10]([CH2:9][CH2:8][CH:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])=[CH:15][C:14]=1[OH:16])[CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 25134Boron tribromideHCID 68028053HCID 68028053, 화합물

생성물 1

HCID 66654549HCID 66654549, 화합물수율 97%

시약·촉매·용매 2

HCID 962Water용매
HCID 6344
Dichloromethane
용매

반응 조건

온도
-78 °C

실험 절차

1,4-Bis-(3-hexyl-undecyl)-2,5-dimethoxy-benzene (7.000 g; 11.38 mmol) is dissolved in anhydrous dichloromethane (115 cm3) before cooling down the solution to −78° C. Neat boron tribromide (2.69 ml; 28.5 mmol) is added dropwise over 15 minutes. The resulting mixture is stirred at −78° C. for 1 hour before being warmed to 23° C. for 18 hours. Methanol (25 cm3) and then diluted HCl (75 cm3) is added before pouring the reaction mixture into water. The organic layer is separated and the aqueous layer extracted tow times with diethyl ether (2×250 cm3). The organic fractions are combined, dried over magnesium sulfate and the solvents removed under vacuum. The crude product is used, as it, without further purification (6.51 g, Yield: 97%). NMR (1H, 300 MHz, CDCl3): δ 6.54 (s, 2H); 4.24 (br, 2H); 2.47 (m, 4H); 1.51 (m, 4H); 1.26 (m; 50H); 0.88 (t, J=6.7 Hz, 12H).

후처리

  1. temperaturebefore being warmed to 23° C. for 18 hours
  2. customThe organic layer is separated
  3. extractionthe aqueous layer extracted tow times with diethyl ether (2×250 cm3)
  4. dry with materialdried over magnesium sulfate
  5. customthe solvents removed under vacuum
  6. customThe crude product is used, as it, without further purification (6.51 g, Yield: 97%)

출처 및 근거

ORD 기록
ord-1c7f548f85a94bb4a525f3ba4af92e03
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09287504B2

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