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Sodium Chloride → HCID 131723900、化合物

HRID 413700
ノート
印刷プレビュー

反応式

HRID 413700 の反応式
[Si:1]([O:8][CH2:9][CH2:10][C:11]([C:14]1[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=1[OH:22])([CH3:13])[CH3:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[H-].[Na+].[Br:25][CH2:26][CH2:27][CH2:28][C:29](Cl)=[O:30].[Cl-].[Na+]>O1CCCC1.O.CCOCC>[C:4]([Si:1]([CH3:2])([CH3:3])[O:8][CH2:9][CH2:10][C:11]([C:14]1[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=1[OH:22])([CH3:12])[CH3:13])([CH3:7])([CH3:6])[CH3:5].[Br:25][CH2:26][CH2:27][CH2:28][C:29]([O-:30])=[O:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 5234Sodium ChlorideHCID 24758Sodium hydrideHCID 702254-Bromobutyryl chlorideHCID 152992832-(4-((tert-Butyldimethylsilyl)oxy)-2-methylbutan-2-yl)-3,5-dimethylphenol

生成物 1

HCID 131723900HCID 131723900、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 3283
Diethyl Ether
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

To 3.22 g of 2-{3-(tert-butyldimethylsilyloxy)-1,1-dimethylpropyl}-3,5-dimethyl-phenol in solution in 60 cm3 of tetrahydrofuran, there are added, at 20° C. under an argon atmosphere and in small portions, 0.32 g of sodium hydride (at 75% in mineral oil), and then 15 minutes later 1.16 cm3 of 4-bromobutyryl chloride. After stirring for 40 minutes, 100 cm3 of ether, 10 cm3 of distilled water and 10 cm3 of a saturated aqueous sodium chloride solution are added. After stirring, the organic phase is decanted off, dried over magnesium sulfate, filtered and then concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is filtered on 75 g of silica (particle size 0.063-0.2 mm), eluting successively with cyclohexane and then with a cyclohexane/ethyl acetate mixture (90/10 by volume). 2 g of 2-{3-(tert-butyldimethyl-silyloxy)-1,1-dimethylpropyl}-3,5-dimethylphenol 4-bromobutyrate are thus obtained in the form of a colorless oil.

後処理

  1. stirringAfter stirring
  2. customthe organic phase is decanted off
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
  6. customto give a residue which
  7. filtrationis filtered on 75 g of silica (particle size 0.063-0.2 mm)
  8. washeluting successively with cyclohexane

出典と根拠

ORDレコード
ord-e44194e8e29645fb8bdebdf64e8266a1
出典データセット
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06569854B1

反応ノート

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