Benzene → Dibenzyl ether

HRID 1534159노트

반응식

HRID 1534159 반응식
[C:1](=[C:4]([CH:6]([CH2:8][OH:9])O)O)([CH3:3])C.[CH:10]1C=CC=C[CH:11]=1.[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[CH2:16]([O:9][CH2:8][C:6]1[CH:4]=[CH:1][CH:3]=[CH:11][CH:10]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 241BenzeneHCID 7503Benzyl ChlorideHCID 9920395Isopropylideneglycerol

생성물 1

HCID 7657Dibenzyl ether

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Referring to FIG. 2, the preparation of 1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine is described in detail. Isopropylidene glycerol (21.3 g, 161 mmol) was added dropwise into a flame-dried three-necked 200 ml round-bottomed flask containing anhydrous benzene (50 ml) and NaNH2 (6.62 g, 161 mmol) which was equipped with a reflux condenser. The reaction mixture was refluxed under anhydrous conditions for one hour before benzyl chloride (24.0 g, 193 mmol) was slowly added to the hot mixture. The reaction mixture was refluxed overnight. After the reaction mixture had cooled to room temperature, H2O was cautiously added. The benzene layer was removed and washed several times with H2O and dried (MgSO4). The solvent was removed in vacuo to give a dark brown oil which was purified by vacuum distillation to yield pure benzyl ether, rac-1-0-benzyl-2,3-0-isopropylidine glycerol (23.1 g, 79%).

후처리

  1. customwas equipped with a reflux condenser
  2. additionwas slowly added to the hot mixture
  3. temperatureThe reaction mixture was refluxed overnight
  4. customThe benzene layer was removed
  5. washwashed several times with H2O
  6. dry with materialdried (MgSO4)
  7. customThe solvent was removed in vacuo
  8. customto give a dark brown oil which
  9. distillationwas purified by vacuum distillation

출처 및 근거

ORD 기록
ord-72766a8e951f400499e3dbb6c6a92a7d
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05087721

반응 노트

불러오는 중…