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Acetic Acid → Borane;2-methylpyridine

HRID 425266
ノート
印刷プレビュー

反応式

HRID 425266 の反応式
[BH3:1].[N:2]1C=CC=CC=1.B.[CH2:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)[CH2:10][CH3:11].[CH3:18][C:19]1[CH:20]=N[CH:22]=[CH:23][CH:24]=1.C(C1C=NC=CC=1)C.C(C1C=CN=CC=1)C.[C:41](O)(=O)[CH3:42]>N1C=CC=CC=1>[BH3:1].[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH3:9].[BH3:1].[CH2:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)[CH3:10].[BH3:1].[N:13]1[C:12]([CH3:17])=[CH:9][CH:10]=[CH:11][C:41]=1[CH3:42].[BH3:1].[N:2]1[C:23]([CH3:22])=[CH:24][C:19]([CH3:18])=[CH:20][C:41]=1[CH3:42]
参加物実験手順後処理出典と根拠反応ノート

参加物

12

反応物 7

HCID 176Acetic AcidHCID 6331Borane2 回HCID 79703-MethylpyridineHCID 108224-EthylpyridineHCID 108233-EthylpyridineHCID 693202-PropylpyridineHCID 2723995Borane;pyridine

生成物 4

HCID 16217944
Borane;2-methylpyridine
HCID 178419164HCID 178419164、化合物
HCID 178419168HCID 178419168、化合物
HCID 178419174HCID 178419174、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

Pyridine forms an amine borane that is not moisture sensitive and very useful for reductive aminations and reductions in protic media. Pyridine borane is commercially available and often used in acetic acid to increase the reactivity of the borane. Unfortunately, it is thermally unstable and must be kept at temperatures less than 54° C. to avoid decomposition via hydroboration/polymerization processes. Its shelf-life at ambient temperature is only 6 months, Borane complexes of pyridine, 2-n-propylpyridine, 3-methylpyridine, 3-ethylpyridine and 4-ethylpyridine are liquids which violently decompose upon distillation (Mooney E. F. et al., J. Inorg. Nucl. Chem 1968, 30, p. 1439). 2-Picoline borane (mp. 50° C.), 2-ethylpyridine borane (mp, 50-51° C.), 2,6-lutidine borane (mp. 106-107° C.) and 2,4,6-collidine borane (mp. 99-100° C.) have been isolated as solids.

後処理

  1. custommust be kept at temperatures less than 54° C.
  2. customvia hydroboration/polymerization processes
  3. waitIts shelf-life at ambient temperature is only 6 months
  4. distillationupon distillation (Mooney E. F. et al., J. Inorg. Nucl. Chem 1968, 30, p. 1439)

出典と根拠

ORDレコード
ord-4d143ad01d254d1b85140b1240a70419
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08106200B2

反応ノート

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