chloro-(4-(4-tert-butylphenyl)-2-isopropyl-1H-inden-1-yl)-dimethylsilane → [4-(4-t-butylphenyl)-2-isopropyl-1H-inden-1-yl][4-(4-tert-butylphenyl)-2-methyl-5,6,7,8-tetrahydro-1H-cyclopenta[b]naphthalen-1-yl]dimethylsilane

HRID 271799노트

반응식

HRID 271799 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:20]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[CH:14]=[C:13]3[CH:21]=[C:22]([CH3:24])[CH2:23][C:12]=23)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Li]CCCC.C([Cu])#N.Cl[Si:34]([CH:37]1[C:45]2[C:40](=[C:41]([C:46]3[CH:51]=[CH:50][C:49]([C:52]([CH3:55])([CH3:54])[CH3:53])=[CH:48][CH:47]=3)[CH:42]=[CH:43][CH:44]=2)[CH:39]=[C:38]1[CH:56]([CH3:58])[CH3:57])([CH3:36])[CH3:35]>CCOCC.CCCCCC.O>[C:52]([C:49]1[CH:50]=[CH:51][C:46]([C:41]2[CH:42]=[CH:43][CH:44]=[C:45]3[C:40]=2[CH:39]=[C:38]([CH:56]([CH3:58])[CH3:57])[CH:37]3[Si:34]([CH:21]2[C:13]3=[CH:14][C:15]4[CH2:16][CH2:17][CH2:18][CH2:19][C:20]=4[C:11]([C:8]4[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:10][CH:9]=4)=[C:12]3[CH:23]=[C:22]2[CH3:24])([CH3:36])[CH3:35])=[CH:47][CH:48]=1)([CH3:55])([CH3:54])[CH3:53]

참가 물질

8

반응물 4

HCID 21880365chloro-(4-(4-tert-butylphenyl)-2-isopropyl-1H-inden-1-yl)-dimethylsilaneHCID 866134919-(4-tert-Butylphenyl)-2-methyl-5,6,7,8-tetrahydro-1H-cyclopenta[b]naphthaleneHCID 178418339ButyllithiumHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 68747072[4-(4-t-butylphenyl)-2-isopropyl-1H-inden-1-yl][4-(4-tert-butylphenyl)-2-methyl-5,6,7,8-tetrahydro-1H-cyclopenta[b]naphthalen-1-yl]dimethylsilane

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매2회HCID 8058Hexane용매

실험 절차

Solution of 9-(4-tert-butylphenyl)-2-methyl-5,6,7,8-tetrahydro-1H-cyclopenta[b]naphthalene (4d, 2.97 g, 9.38 mmol) in Et2O (50 ml) was cooled to −60° C., and n-BuLi (1.6 M in hexane, 6.04 ml, 9.67 mmol) was added. The resulting mixture was allowed to warm to room temperature, stirred for 3 h, cooled to −60° C., and CuCN (50 mg, 0.55 mmol) was added. After 15 min, solution of chloro-(4-(4-tert-butylphenyl)-2-isopropyl-1H-inden-1-yl)-dimethylsilane (9.67 mmol) in Et2O (24 ml) was added, and resulting mixture was allowed to warm to room temperature and stirred for 16 h. Water (5 ml) and hexane (200 ml) were added, organic phase was separated, dried over MgSO4, passed through silica gel and evaporated. The product was dried in vacuo and used without purification.

후처리

  1. temperaturecooled to −60° C.
  2. waitAfter 15 min
  3. customresulting mixture
  4. temperatureto warm to room temperature
  5. stirringstirred for 16 h
  6. customorganic phase was separated
  7. dry with materialdried over MgSO4
  8. customevaporated
  9. customThe product was dried in vacuo
  10. customused without purification

출처 및 근거

ORD 기록
ord-29e121320f7f4e1b8f03331188a2c47d
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452949B2

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