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Acetic Acid → 4-[2-[1-[2-(tert-Butyldiphenylsiloxy)ethyl]cyclohexyl]ethyl]morpholine

HRID 1820295
ノート
印刷プレビュー

反応式

HRID 1820295 の反応式
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[O:15]([CH2:33][CH2:34][C:35]1([C:41](=O)[CH3:42])[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1)[Si:16]([C:29]([CH3:32])([CH3:31])[CH3:30])([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[NH:44]1[CH2:49][CH2:48][O:47][CH2:46][CH2:45]1.C(O)(=O)C.C(=O)([O-])O.[Na+]>ClCCCl.C(Cl)(Cl)Cl>[O:15]([CH2:33][CH2:34][C:35]1([CH2:41][CH2:42][N:44]2[CH2:49][CH2:48][O:47][CH2:46][CH2:45]2)[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1)[Si:16]([C:29]([CH3:31])([CH3:30])[CH3:32])([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
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 5

HCID 176Acetic AcidHCID 8083MorpholineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 231098901-[1-[2-(tert-Butyldiphenylsiloxy)ethyl]cyclohexyl]acetaldehyde

生成物 1

HCID 574278614-[2-[1-[2-(tert-Butyldiphenylsiloxy)ethyl]cyclohexyl]ethyl]morpholine
収率 138.6%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6212Chloroform溶媒

実験手順

After adding sodium triacetoxyborohydride (0.63 g, 2.98 mmol) to a solution of 1-[1-[2-(tert-butyldiphenylsiloxy)ethyl]cyclohexyl]acetaldehyde (1.29 g, ca. 1.97 mmol), morpholine (0.26 mL, 2.98 mmol) and acetic acid (0.23 mL, 4.02 mmol) in 1,2-dichloroethane (5 mL), the mixture was stirred at room temperature for 2.5 hours. Saturated aqueous sodium hydrogencarbonate was added to the reaction mixture and extraction was performed with chloroform. The organic layer was washed with saturated brine and dried (anhydrous sodium sulfate), and then the solvent was distilled off under reduced pressure to obtain the title compound as a brown oil (1.31 g). This was used without purification for the following step.

後処理

  1. washThe organic layer was washed with saturated brine
  2. dry with materialdried (anhydrous sodium sulfate)
  3. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-cc7dbf41685c4c70aec1e9bf7d085201
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07601843B2

反応ノート

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