Benzyl Bromide → Benzyl 3-hydroxyhexadecanoate

HRID 24985노트

반응식

HRID 24985 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][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]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 3015903-Hydroxyhexadecanoic acid

생성물 1

HCID 22565043Benzyl 3-hydroxyhexadecanoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-cec8999c127e4db0a351f02f2839d401
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858585B1

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