Water → (E)-7-[5-(3,4-bis-Hydroxymethyl-phenoxymethyl)-2-thienyl]-3-ethyloct-6-en-3-ol

HRID 49323노트

반응식

HRID 49323 반응식
[CH2:1]([C:3]([OH:32])([CH2:30][CH3:31])[CH2:4][CH2:5]/[CH:6]=[C:7](/[C:9]1[S:13][C:12]([CH2:14][O:15][C:16]2[CH:17]=[C:18]([C:26](OC)=[O:27])[C:19](=[CH:24][CH:25]=2)[C:20](OC)=[O:21])=[CH:11][CH:10]=1)\[CH3:8])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C(OCC)C>[OH:27][CH2:26][C:18]1[CH:17]=[C:16]([CH:25]=[CH:24][C:19]=1[CH2:20][OH:21])[O:15][CH2:14][C:12]1[S:13][C:9](/[C:7](/[CH3:8])=[CH:6]/[CH2:5][CH2:4][C:3]([CH2:30][CH3:31])([OH:32])[CH2:1][CH3:2])=[CH:10][CH:11]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 15516125dimethyl 4-[5-((E)-5-ethyl-5-hydroxy-1-methylhept-1-enyl)-2-thienylmethoxy]phthalateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 10111871(E)-7-[5-(3,4-bis-Hydroxymethyl-phenoxymethyl)-2-thienyl]-3-ethyloct-6-en-3-ol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

350 mg (0.76 mmol) of dimethyl 4-[5-((E)-5-ethyl-5-hydroxy-1-methylhept-1-enyl)-2-thienylmethoxy]phthalate are dissolved in 20 mL of anhydrous ethyl ether. 70 mg (1.8 mmol) of lithium aluminium hydride are added and the reaction medium is stirred at room temperature for 30 minutes. 400 mL of water are then added slowly and the medium is filtered. The filtrate is concentrated under reduced pressure and the residue obtained is then purified by chromatography on a column of silica (eluent: 70 ethyl acetate/30 heptane). A white solid (m.p.: 100-102° C.) is obtained (m=175 mg; Y=58%).

후처리

  1. filtrationthe medium is filtered
  2. concentrationThe filtrate is concentrated under reduced pressure
  3. customthe residue obtained
  4. customis then purified by chromatography on a column of silica (eluent: 70 ethyl acetate/30 heptane)

출처 및 근거

ORD 기록
ord-ff66c071e48c4708934910615263cea6
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706725B1

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