Dimethylformamide → HCID 70142977、化合物

HRID 635534ノート

反応式

HRID 635534 の反応式
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9].S(Cl)(Cl)=[O:12].[CH:15]1([OH:27])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C(N(CC)CC)C.CN(C)[CH:37]=[O:38]>>[CH:15]1([O:9][C:8]([CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][NH:2][C:37](=[O:38])[O-:12])=[O:10])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.[CH:15]1([O:27][C:8]([CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][NH3+:2])=[O:9])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

参加物

6

反応物 5

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 15595CyclododecanolHCID 24386Thionyl ChlorideHCID 12205345Aminocaproic acid hydrochloride

生成物 1

HCID 70142977HCID 70142977、化合物

実験手順

6-aminohexanoic acid hydrochloride (0.1 mol) was treated with thionyl chloride (0.2 mol) at 40° C. until the mixture became homogeneous. The excess thionyl chloride was then removed under reduced pressure, a solution of cyclododecanol (0.1 mol) in dry dimethyl formamide (100 ml) was added to the residue, and the resultant mixture was heated at 90%. After 1 hour at this temperature, the solvent was evaporated under reduced pressure, the residue was dried, and by-product hydrogen chloride removed. The crude compound was dissolved in water, triethyl amine (0.15 mol) was added to the solution, and the resultant mixture was extracted with diethyl ether. The ethereal phase was dried over anhydrous Na2SO4, solvent evaporated, and the crude product was allowed to stir in a CO2 atmosphere for 1 hour. Traces of triethyl amine were removed upon standing over a vessel containing sulfuric acid under vacuum, and the product crystallised from toluene.

後処理

  1. customThe excess thionyl chloride was then removed under reduced pressure
  2. customthe solvent was evaporated under reduced pressure
  3. customthe residue was dried
  4. customby-product hydrogen chloride removed
  5. dissolutionThe crude compound was dissolved in water
  6. extractionthe resultant mixture was extracted with diethyl ether
  7. dry with materialThe ethereal phase was dried over anhydrous Na2SO4, solvent
  8. customevaporated
  9. customTraces of triethyl amine were removed
  10. customupon standing over a vessel
  11. additioncontaining sulfuric acid under vacuum
  12. customthe product crystallised from toluene

出典と根拠

ORDレコード
ord-838ab035ead8463eb890a1b45e853376
出典データセット
uspto-grants-2001_02
特許番号
US06187938B1

反応ノート

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