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

HRID 24993

反応式

HRID 24993 の反応式
[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

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 8200Tetraethylene GlycolHCID 14798Sodium Hydroxide

生成物 1

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

試薬・触媒・溶媒 1

HCID 5234Sodium Chloride溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-34a44d5e5c3b4af0a9fd39a38db37d32
出典データセット
uspto-grants-2005_02
特許番号
US06858580B2

関連ノート

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