4-Toluenesulfonyl chloride → 2-Methoxy-4-(2-{[(4-methylphenyl)sulfonyl]oxy}ethyl)phenyl acetate

HRID 1805929

반응식

HRID 1805929 반응식
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[C:12]([O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][OH:24])=[CH:18][C:17]=1[O:25][CH3:26])(=[O:14])[CH3:13]>N1C=CC=CC=1.O>[C:12]([O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][O:24][S:7]([C:4]2[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=2)(=[O:9])=[O:8])=[CH:18][C:17]=1[O:25][CH3:26])(=[O:14])[CH3:13]

참가 물질

5

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 673766674-(2-Hydroxyethyl)-2-methoxyphenyl acetate

생성물 1

HCID 866573972-Methoxy-4-(2-{[(4-methylphenyl)sulfonyl]oxy}ethyl)phenyl acetate

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

p-Toluenesulfonyl chloride (2.14 mL, 11.2 mmol) was added to a stirred solution of 4-(2-hydroxyethyl)-2-methoxyphenyl acetate (1.18 g, 5.61 mmol) in dry pyridine (20 mL) at 0° C. under N2. The reaction was stored at 4° C. for 3 days. The reaction was diluted with water (50 mL) and extracted with EtOAc (3×50 mL). The combined extracts were dried (MgSO4) and concentrated in vacuo to afford 2-methoxy-4-(2-{[(4-methylphenyl)sulfonyl]oxy}ethyl)phenyl acetate, as an oil. Product was a 6:4 mixture of desired product and starting material but carried forward regardless. LCMS calc.=387.1; found=386.8 (M+Na)+.

후처리

  1. extractionextracted with EtOAc (3×50 mL)
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-cd150b8f687f43d69e083cf44bdacb20
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354454B2

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