Triphenylphosphine → Ethyl [5-{5-(4-methoxy-3-propylphenyl)pentyloxy}-1-naphthalenyloxy]acetate

HRID 2295426

반응식

HRID 2295426 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14])=[CH:5][C:4]=1[CH2:15][CH2:16][CH3:17].[CH2:18]([O:20][C:21](=[O:35])[CH2:22][O:23][C:24]1[C:33]2[C:28](=[C:29](O)[CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1)[CH3:19].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH2:18]([O:20][C:21](=[O:35])[CH2:22][O:23][C:24]1[C:33]2[C:28](=[C:29]([O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([CH2:15][CH2:16][CH3:17])[CH:5]=3)[CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1)[CH3:19]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 202829315-(4-Methoxy-3-propylphenyl)pentanolHCID 20475151Ethyl(5-hydroxy-1-naphthalenyloxy)acetate

생성물 1

HCID 54574782Ethyl [5-{5-(4-methoxy-3-propylphenyl)pentyloxy}-1-naphthalenyloxy]acetate수율 79.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred suspension of 5-(4-methoxy-3-propylphenyl)pentanol (2.48 g), ethyl(5-hydroxy-1-naphthalenyloxy)acetate (2 g), and triphenylphosphine (3.2 g) in dry tetrahydrofuran (30 ml) under nitrogen was added diethyl azodicarboxylate (1.65 ml) slowly so that the temperature did not rise above 50°. After 3 hours the solution was evaporated, and the residue was chromatographed on silica with a mixture of dichloromethane and light petroleum (bp 40°-60°) (4:6) to give the sub-title ester (3 g), mp 70° (from ethanol).

후처리

  1. customdid not rise above 50°
  2. customAfter 3 hours the solution was evaporated
  3. customthe residue was chromatographed on silica with a mixture of dichloromethane and light petroleum (bp 40°-60°) (4:6)

출처 및 근거

ORD 기록
ord-d5d6d8b181c0437e9b324e057c9c1f7b
출처 데이터셋
uspto-grants-1984_01
특허 번호
US04424231

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