Water → 1-(Hexyloxy)naphthalene

HRID 2092956노트

반응식

HRID 2092956 반응식
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.I[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C([O-])([O-])=O.[K+].[K+].O>C(#N)C>[CH2:13]([O:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

참가 물질

6

반응물 4

HCID 962WaterHCID 70051-NaphtholHCID 11430Potassium CarbonateHCID 125271-Iodohexane

생성물 1

HCID 30172091-(Hexyloxy)naphthalene수율 98.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1-naphthol (5 g, 34.7 mmol), iodohexane (8.82 g, 41.6 mmol) and K2CO3 (7.2 g, 50 mmol) in acetonitrile (150 ml) were refluxed overnight under N2. After being cooled to room temperature, water (10 ml) was added and acetonitrile was evaporated. Water (150 ml) and Et2O (150 ml) were added. The ethereal layer was extracted and washed with water (2×100 ml), brine (100 ml), dried over MgSO4, filtered and evaporated to dryness to afford 7.8 g (98%) of compound 2 as an orange oil after drying at 80° C. under vacuum.

후처리

  1. customacetonitrile was evaporated
  2. additionWater (150 ml) and Et2O (150 ml) were added
  3. extractionThe ethereal layer was extracted
  4. washwashed with water (2×100 ml), brine (100 ml)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-2dceff3044464c4fad3a7f776024df2e
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440843B2

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