Hexane → (7-Decyl-3-methoxynaphthalen-2-yl)(methyl)sulfane

HRID 1476369노트

반응식

HRID 1476369 반응식
CCCCCC.[CH2:7]([C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[CH:23]=[C:22]([O:27][CH3:28])[CH:21]=[CH:20]2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH3:29][S:30]SC.[Cl-].[NH4+]>C1COCC1>[CH2:7]([C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[CH:23]=[C:22]([O:27][CH3:28])[C:21]([S:30][CH3:29])=[CH:20]2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

참가 물질

6

반응물 4

HCID 8058HexaneHCID 12232Dimethyl DisulfideHCID 25517Ammonium ChlorideHCID 867043812-Decyl-6-methoxynaphthalene

생성물 1

HCID 86704385(7-Decyl-3-methoxynaphthalen-2-yl)(methyl)sulfane수율 110.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A hexane solution of 1.57 Mn—BuLi (28 ml, 44 mmol) was added to a THF (100 ml) solution of 6-n-decyl-2-methoxynaphthalene (compound (3)-64) (12 g, 40 mmol) at −78° C., and the solution was stirred at room temperature for 1 hour. Dimethyl disulfide (4.4 ml, 48 mmol) was added to the solution at −78° C., and the solution was stirred at room temperature for 18 hours. The reaction solution was added to a saturated ammonium chloride aqueous solution (50 ml), and extracted with ether (30 ml×3). The extracted solutions obtained by repeating the extraction 3 times were collected, washed with a saturated saline water (30 ml×3), and dried with MgSO4. The dried product was condensed with an evaporator to obtain 6-n-decyl-3-methylthio-2-methoxynaphthalene (compound (4)-64) (15.2 g, quantitative) as a yellow oil. The compound can be used in the subsequent reaction without performing further refining.

후처리

  1. stirringthe solution was stirred at room temperature for 18 hours
  2. extractionextracted with ether (30 ml×3)
  3. customThe extracted solutions obtained
  4. extractionthe extraction 3 times
  5. customwere collected
  6. washwashed with a saturated saline water (30 ml×3)
  7. dry with materialdried with MgSO4
  8. customcondensed
  9. customwith an evaporator

출처 및 근거

ORD 기록
ord-0bfef4172cb246de9874c91885756eb5
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018630B2

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