Benzyl mercaptan → 2-(6-Benzylthiohexyloxy)-5-methyl-1,3-benzenedicarboxaldehyde

HRID 22433

반응식

HRID 22433 반응식
[O-]CC.[Na+].Br[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[C:18]([CH:19]=[O:20])=[CH:17][C:16]([CH3:21])=[CH:15][C:14]=1[CH:22]=[O:23].[CH2:24]([SH:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)C>[CH2:24]([S:31][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[C:18]([CH:19]=[O:20])=[CH:17][C:16]([CH3:21])=[CH:15][C:14]=1[CH:22]=[O:23])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

5

반응물 3

HCID 7509Benzyl mercaptanHCID 2723922Sodium ethoxideHCID 199302642-(6-Bromohexyloxy)-5-methyl-1,3-benzenedicarboxaldehyde

생성물 1

HCID 199302892-(6-Benzylthiohexyloxy)-5-methyl-1,3-benzenedicarboxaldehyde

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of sodium ethoxide (69 mg sodium, 3 mmol in ethanol 1 ml) was added to a stirred suspension of 2-(6-bromohexyloxy)-5-methyl-1,3-benzenedicarboxaldehyde (0.98 g, 3 mmol) and benzyl mercaptan (0.35 g, 3 mmol) in ethanol (10 ml) at room temperature under nitrogen. After 1 hour evaporated, water (10 ml) and 2M sodium hydroxide (2 ml) added and extracted with diethyl ether (10 ml). The extracts were washed with water, dried, filtered and evaporated to an oil (1.12 g). Chromatography on silica eluting with dichloromethane gave 2-(6-benzylthiohexyloxy)-5-methyl-1,3-benzenedicarboxaldehyde as a colourless oil.

후처리

  1. customAfter 1 hour evaporated
  2. additionwater (10 ml) and 2M sodium hydroxide (2 ml) added
  3. extractionextracted with diethyl ether (10 ml)
  4. washThe extracts were washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated to an oil (1.12 g)

출처 및 근거

ORD 기록
ord-7f6483fff6624318bcdbcd4153c44add
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428065

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