Benzyl Chloride → 1-Phenyl-2,5,8,11-tetraoxatridecan-13-ol

HRID 24993

반응식

HRID 24993 반응식
[CH2:1]([OH:13])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][OH:12].[OH-].[Na+].[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>[Na+].[Cl-]>[CH2:16]([O:12][CH2:11][CH2:10][O:9][CH2:8][CH2:7][O:6][CH2:5][CH2:4][O:3][CH2:2][CH2:1][OH:13])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 7503Benzyl ChlorideHCID 8200Tetraethylene GlycolHCID 14798Sodium Hydroxide

생성물 1

HCID 110769571-Phenyl-2,5,8,11-tetraoxatridecan-13-ol수율 71%

시약·촉매·용매 1

HCID 5234Sodium Chloride용매

반응 조건

온도
100 °C

실험 절차

To the oil of non-polydispersed tetraethylene glycol (19.4 g, 0.10 mol) was added a solution of NaOH (4.0 in 4.0 mL) and the reaction was stirred for 15 min. Then benzyl chloride (3.54 mL, 30.8 mmol) was added and the reaction mixture was heated to 100° C. and stirred overnight. The reaction mixture was cooled to room temperature, diluted with sat. NaCl (250 mL), and washed CH2Cl2 (2×200 mL). The organic layers were combined, washed sat. NaCl, dried MgSO4, and chromatographed (silica, ethyl acetate) to afford the non-polydispersed title compound as a yellow oil (6.21 g, 71% yield).

후처리

  1. stirringstirred overnight
  2. temperatureThe reaction mixture was cooled to room temperature
  3. washwashed CH2Cl2 (2×200 mL)
  4. washwashed sat. NaCl, dried MgSO4
  5. customchromatographed (silica, ethyl acetate)

출처 및 근거

ORD 기록
ord-34a44d5e5c3b4af0a9fd39a38db37d32
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858580B2

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