Benzyl Bromide → Benzyl 3-hydroxytetradecanoate

HRID 24982노트

반응식

HRID 24982 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 3-hydroxymyristic acid (5.00 g) and triethylamine (2.85 g) in DMF (50 ml) was added benzyl bromide (2.43 ml) and the mixture was stirred at room temperature overnight. After the solvent was removed in vacuo, to the residue were added ethyl acetate and water. The separated ethyl acetate layer was washed twice with water and then dried over anhydrous sodium sulfate. After the ethyl acetate was removed in vacuo, purification was carried out by a silica gel column chromatography (silica gel 30 g, chloroform:methanol=100:0-10) to afford 3.69 g of benzyl 3-hydroxymyristate.

후처리

  1. customAfter the solvent was removed in vacuo, to the residue
  2. additionwere added ethyl acetate and water
  3. washThe separated ethyl acetate layer was washed twice with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAfter the ethyl acetate was removed in vacuo, purification

출처 및 근거

ORD 기록
ord-e8fb2a66ea7c487f8f69063cb844a64a
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858585B1

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