N,N,N',N'-Tetramethylethylenediamine → 2,6,10,15,19,23-Hexamethyltetracosa-11,13-diyne-10,15-diol

HRID 596560노트

반응식

HRID 596560 반응식
[CH3:1][C:2]([OH:16])([CH2:5][CH2:6][CH2:7][CH:8]([CH3:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13])[C:3]#[CH:4].[Cl-].[NH4+].CN(C)[CH2:21][CH2:22]N(C)C>N1C=CC=CC=1>[CH3:13][CH:12]([CH2:11][CH2:10][CH2:9][CH:21]([CH3:22])[CH2:7][CH2:6][CH2:5][C:2]([CH3:1])([OH:16])[C:3]#[C:4][C:4]#[C:3][C:2]([CH3:1])([OH:16])[CH2:5][CH2:6][CH2:7][CH:8]([CH3:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:13])[CH3:14])[CH3:14]

참가 물질

5

반응물 3

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 25517Ammonium ChlorideHCID 1026523,7,11-Trimethyldodecyn-3-ol

생성물 1

HCID 214273422,6,10,15,19,23-Hexamethyltetracosa-11,13-diyne-10,15-diol수율 81.8%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

In a 1-l. three-necked and round-bottomed flask were placed 10.5 g of 3,7,11-trimethyldodeca-l-yne-3ol, 5.0 g of ammonium chloride, 12.0 g of tetramethylethylenediamine and 675 ml of pyridine. The mixture was reacted at temperatures of 50° - 55°C for 6 hours under an oxygen atmosphere. After completion of the reaction, the alcohol as a starting material was not detected. After distillation of pyridine from the reaction mixture, 300 ml of benzene and 200 ml of water were added to the residue and after decantation, the organic layer was washed with 3N--H2SO4 and then water and dried. The benzene solution was distilled off to give 8.55 g of 2,6,10,15,19,23-hexamethyltetracosa-11,13-diyne-10,15-diol as viscous liquid. This compound was treated with active carbon and purified in the same manner as in reference 1.

후처리

  1. customthree-necked and round-bottomed flask were placed
  2. customThe mixture was reacted at temperatures of 50° - 55°C for 6 hours under an oxygen atmosphere
  3. customAfter completion of the reaction
  4. distillationAfter distillation of pyridine from the reaction mixture, 300 ml of benzene and 200 ml of water
  5. additionwere added to the residue
  6. washafter decantation, the organic layer was washed with 3N
  7. dry with materialH2SO4 and then water and dried
  8. distillationThe benzene solution was distilled off

출처 및 근거

ORD 기록
ord-f0cf9cc54fe040e2a95ccff759173245
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04011277

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