Benzyl Bromide → Benzyl 3-hydroxyhexadecanoate

HRID 24985ノート

反応式

HRID 24985 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][CH2:17][CH2:18][CH3:19])[CH2:3][C:4]([OH:6])=[O:5].C(N(CC)CC)C.[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=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][CH2:17][CH2:18][CH3:19])[CH2:3][C:4]([O:6][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:5]

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 3015903-Hydroxyhexadecanoic acid

生成物 1

HCID 22565043Benzyl 3-hydroxyhexadecanoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-hydroxyhexadecanoic acid (1.90 g) and triethylamine (0.97 ml) in DMF (20 ml) was added benzyl bromide (0.83 ml) and the mixture was stirred at room temperature for 3 days. After the solvent was removed in vacuo, ethyl acetate and water were added to the residue. The separated ethyl acetate layer was washed twice with water and then dried over anhydrous sodium sulfate. After concentration, the residue was purified by a silica gel column chromatography (silica gel 15 g, chloroform: methanol=100:0-8) to afford 1.22 g of benzyl 3-hydroxyhexadecanoate.

後処理

  1. customAfter the solvent was removed in vacuo, ethyl acetate and water
  2. additionwere added to the residue
  3. washThe separated ethyl acetate layer was washed twice with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationAfter concentration
  6. customthe residue was purified by a silica gel column chromatography (silica gel 15 g, chloroform: methanol=100:0-8)

出典と根拠

ORDレコード
ord-cec8999c127e4db0a351f02f2839d401
出典データセット
uspto-grants-2005_02
特許番号
US06858585B1

反応ノート

読み込み中…