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 271799ノート

反応式

HRID 271799 の反応式
[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]

参加物

8

反応物 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、化合物

生成物 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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回HCID 8058Hexane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-29e121320f7f4e1b8f03331188a2c47d
出典データセット
uspto-grants-2008_11
特許番号
US07452949B2

反応ノート

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