Benzyl Bromide → Benzyl 3-hydroxytetradecanoate

HRID 1069255노트

반응식

HRID 1069255 반응식
[OH:1][CH:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:3][C:4]([OH:6])=[O:5].C(N(CC)CC)C.[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CN(C=O)C>[OH:1][CH:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:3][C:4]([O:6][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:5]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 16064(+-)-3-Hydroxytetradecanoic acid

생성물 1

HCID 10520747Benzyl 3-hydroxytetradecanoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 5.00 g of 3-hydroxymyristic acid in 50 ml of DMF were added at room temperature 2.85 ml of triethylamine and 2.43 ml of benzyl bromide. The reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo, ethyl acetate and water were added to the residue, and the organic layer was separated, washed twice with water and dried over anhydrous sodium sulfate. After the solvent was removed in vacuo, the crude product was purified by a silica gel column chromatography to afford 3.69 g of benzyl 3-hydroxymyristate (Intermediate 2).

후처리

  1. customThe solvent was removed in vacuo, ethyl acetate and water
  2. additionwere added to the residue
  3. customthe organic layer was separated
  4. washwashed twice with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customAfter the solvent was removed in vacuo
  7. customthe crude product was purified by a silica gel column chromatography

출처 및 근거

ORD 기록
ord-a793d3b1b3ef4d3e974374fe0446f434
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06252041B1

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