Sodium Iodide → Tris-(2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl) methanol

HRID 2602

反応式

HRID 2602 の反応式
C[Si](C)(C)[C:3]1[C:16]2[O:15][C:14]([CH3:18])([CH3:17])[S:13][C:12]=2[C:11]([C:19]([C:41]2[C:49]3[S:50][C:51]([CH3:54])([CH3:53])[O:52][C:48]=3[C:47]([Si](C)(C)C)=[C:46]3[C:42]=2[S:43][C:44]([CH3:60])([CH3:59])[O:45]3)([C:21]2[C:29]3[S:30][C:31]([CH3:34])([CH3:33])[O:32][C:28]=3[C:27]([Si](C)(C)C)=[C:26]3[C:22]=2[S:23][C:24]([CH3:40])([CH3:39])[O:25]3)[OH:20])=[C:5]2[S:6][C:7]([CH3:10])([CH3:9])[O:8][C:4]=12.[I-].[Na+].Cl[Si](C)(C)C.C([O-])(O)=O.[Na+]>C(#N)C>[CH3:39][C:24]1([CH3:40])[S:23][C:22]2=[C:21]([C:19]([C:11]3[C:12]4[S:13][C:14]([CH3:18])([CH3:17])[O:15][C:16]=4[CH:3]=[C:4]4[C:5]=3[S:6][C:7]([CH3:10])([CH3:9])[O:8]4)([C:41]3[C:42]4[S:43][C:44]([CH3:59])([CH3:60])[O:45][C:46]=4[CH:47]=[C:48]4[C:49]=3[S:50][C:51]([CH3:53])([CH3:54])[O:52]4)[OH:20])[C:29]3[S:30][C:31]([CH3:33])([CH3:34])[O:32][C:28]=3[CH:27]=[C:26]2[O:25]1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 516892Sodium BicarbonateHCID 86752300Tris-(8-trimethylsilyl-2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol

生成物 1

HCID 70260507Tris-(2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl) methanol

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Tris-(8-trimethylsilyl-2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol (0.62 g, 0.62 mmol) was dissolved in acetonitrile (150 mL). Sodium iodide (0.75 g, 6.0 mmol) and chlorotrimethylsilane (0.65 g, 6.0 mmol) was added in one portion. The mixture was stirred for 20 min and then poured onto diethyl ether/aq. NaHCO3. The aqueous layer was extracted with ether and the combined organic layers were washed twice with water, dried (Na2SO4), evaporated, chromatographed (silica gel; dichloromethane) and finally triturated with ethyl acetate to yield the product as slightly brown crystals.

後処理

  1. additionpoured onto diethyl ether/aq
  2. extractionThe aqueous layer was extracted with ether
  3. washthe combined organic layers were washed twice with water
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customchromatographed (silica gel; dichloromethane)
  7. customfinally triturated with ethyl acetate
  8. customto yield the product as slightly brown crystals

出典と根拠

ORDレコード
ord-3f677304111d45a7802ed37ac3c6141c
出典データセット
uspto-grants-1998_03
特許番号
US05728370

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