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Trifluoroacetic acid → 2-(3-((4-(5-Methylthiophene-2-carbonyl)-1-oxa-4,9-diazaspiro[5,5]undecan-9-yl)methyl)phenyl)acetaldehyde

HRID 1689211
ノート
印刷プレビュー

反応式

HRID 1689211 の反応式
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[OH:23][CH2:24][CH2:25][C:26]1[CH:27]=[C:28]([CH:49]=[CH:50][CH:51]=1)[CH2:29][N:30]1[CH2:48][CH2:47][C:33]2([O:38][CH2:37][CH2:36][N:35]([C:39]([C:41]3[S:42][C:43]([CH3:46])=[CH:44][CH:45]=3)=[O:40])[CH2:34]2)[CH2:32][CH2:31]1.FC(F)(F)C(O)=O.S([O-])([O-])(=O)=S.[Na+].[Na+].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH3:46][C:43]1[S:42][C:41]([C:39]([N:35]2[CH2:34][C:33]3([CH2:47][CH2:48][N:30]([CH2:29][C:28]4[CH:27]=[C:26]([CH2:25][CH:24]=[O:23])[CH:51]=[CH:50][CH:49]=4)[CH2:31][CH2:32]3)[O:38][CH2:37][CH2:36]2)=[O:40])=[CH:45][CH:44]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 6422Trifluoroacetic acidHCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 46240297(9-(3-(2-Hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(5-methylthiophen-2-yl)methanone

生成物 1

HCID 57989299
2-(3-((4-(5-Methylthiophene-2-carbonyl)-1-oxa-4,9-diazaspiro[5,5]undecan-9-yl)methyl)phenyl)acetaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Dess-Martin periodinane (0.16 g) was added to a stirred solution of (9-(3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(5-methylthiophen-2-yl)methanone (0.13 g) (example 9, step c) and trifluoroacetic acid (0.036 g) in DCM (4 mL) under nitrogen. After 0.5 h, saturated sodium thiosulphate solution (5 mL) and saturated sodium bicarbonate solution (5 mL) were added and the reaction mixture extracted twice with ethyl acetate. The combined organic extracts were washed with saturated sodium bicarbonate and brine, dried over sodium sulphate, filtered and evaporated in vacuo to give the subtitled compound. Yield 0.13 g. Used directly.

後処理

  1. extractionthe reaction mixture extracted twice with ethyl acetate
  2. washThe combined organic extracts were washed with saturated sodium bicarbonate and brine
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-830bedddc78840848981edbfe678a375
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08148373B2

反応ノート

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