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Hydrochloric Acid → HCID 14832881, 화합물

HRID 2165984
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HRID 2165984 반응식
[CH2:1]([Mg]Br)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].CCO[CH2:14][CH3:15].Br[C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[C:23]([C:27]1[C:36]3[C:31](=[CH:32][C:33](Br)=[CH:34][CH:35]=3)[CH:30]=[CH:29][C:28]=1[O:38][CH3:39])=[C:22]([O:40][CH3:41])[CH:21]=[CH:20]2.Cl>ClCCl>[CH2:1]([C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[C:23]([C:27]1[C:36]3[C:31](=[CH:32][C:33]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:14][CH3:15])=[CH:34][CH:35]=3)[CH:30]=[CH:29][C:28]=1[O:38][CH3:39])=[C:22]([O:40][CH3:41])[CH:21]=[CH:20]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 27940731,1'-Binaphthalene, 6,6'-dibromo-2,2'-dimethoxy-HCID 178443577HCID 178443577, 화합물

생성물 1

HCID 14832881HCID 14832881, 화합물수율 72%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

63 mmol (100 ml of ether solution) of C8H17MgBr were added in a nitrogen atmosphere to a ether solution (150 ml) containing 10 g of Compound 1 and 1.25 g of dichloro[1,3-bis(diphenylphosphine)propane]nickel, and refluxed for 20 hours. After cooling down, 800 ml each of dichloromethane and 1M hydrochloric acid were added to obtain an oily reaction product by extraction. By purifying the above reaction product with column chromatography (silica gel, petroleum ether/ethyl ether), 8.1 g of pure 6,6'-dioctyl-2,2'-dimethoxy-1,1'-binaphthyl (Compound 2) were obtained (yield: 72%).

후처리

  1. temperaturerefluxed for 20 hours
  2. temperatureAfter cooling down
  3. customto obtain an oily reaction product
  4. extractionby extraction
  5. customBy purifying the above reaction product with column chromatography (silica gel, petroleum ether/ethyl ether)

출처 및 근거

ORD 기록
ord-d128bfeb00034216a1d26c3fa760a2c9
출처 데이터셋
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04942149

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