Benzyl Bromide → Benzyl 3-hydroxytetradecanoate

HRID 1069255ノート

反応式

HRID 1069255 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 10520747Benzyl 3-hydroxytetradecanoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a793d3b1b3ef4d3e974374fe0446f434
出典データセット
uspto-grants-2001_06
特許番号
US06252041B1

反応ノート

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