Hydrochloric Acid → 4-(5-Phenylpentyloxy)-3-methoxy-benzaldehyde

HRID 378975노트

반응식

HRID 378975 반응식
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.C([O-])([O-])=O.[Na+].[Na+].[C:18]1([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]OS(C)(=O)=O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>CN(C)C=O>[C:18]1([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][O:9][C:8]2[CH:10]=[CH:11][C:3]([CH:2]=[O:1])=[CH:4][C:5]=2[O:6][CH3:7])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1183VanillinHCID 10340Sodium CarbonateHCID 116301071-Methylsulfonyloxy-5-phenylpentane

생성물 1

HCID 216972874-(5-Phenylpentyloxy)-3-methoxy-benzaldehyde수율 97%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of vanillin (12.49 g, 82.1 mmoles) in dimethylformamide was added with Na2CO3 (17.4 g, 164 mmoles) and KI (catalytic amount). The mixture was brought to 90° C. then slowly added with methansulfonic acid 5-phenyl-pentyl ester (24.87 g, 103 mmoles) obtained as described in example 11, in dimethylformamide (40 ml). After 1.5 hours the mixture was poured into 1N HCl and thrice extracted with pentane, anhydrified and dried. The residue was purified by silica gel flash chromatography (eluent: petrolatum/ethyl acetate 9:1), so 7.46 g of the title product were obtained (yield: 97%).

후처리

  1. customwas brought to 90° C.
  2. customobtained
  3. extractionextracted with pentane
  4. customdried
  5. customThe residue was purified by silica gel flash chromatography (eluent: petrolatum/ethyl acetate 9:1)

출처 및 근거

ORD 기록
ord-d62ea3f5e5cb47a1a1f930c52d2b8cac
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297257B1

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