p-Toluenesulfonic acid → Benzoic acid, 4-(hydroxymethyl)-3-nitro-, 2-propenyl ester

HRID 399379

반응식

HRID 399379 반응식
[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13].[C:15]1(C)[CH:20]=CC(S(O)(=O)=O)=C[CH:16]=1>C(O)C=C>[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:9][CH2:20][CH:15]=[CH2:16])=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13]

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 15018924-Hydroxymethyl-3-nitrobenzoic acid

생성물 1

HCID 11118069Benzoic acid, 4-(hydroxymethyl)-3-nitro-, 2-propenyl ester

시약·촉매·용매 1

HCID 7858Allyl Alcohol용매

실험 절차

In a 100 mL round bottom flask was placed 4-hydroxymethyl-3-nitrobenzoic acid (1.97 g, 10 mmol). Allyl alcohol (20 mL) was added, followed by p-toluenesulfonic acid (0.190 g, 1 mmol). The mixture was heated to reflux for 24 hr., at which time all the volatiles were removed in vacuo. The residue was taken up in EtOAc and washed with sat'd KHCO3. The organic layer was dried over MgSO4 and concentrated to afford the title compound as a cream colored solid; 2.4 g (100%).

후처리

  1. customIn a 100 mL round bottom flask was placed
  2. temperatureThe mixture was heated
  3. temperatureto reflux for 24 hr
  4. custom, at which time all the volatiles were removed in vacuo
  5. washwashed with sat'd KHCO3
  6. dry with materialThe organic layer was dried over MgSO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-13469415dbce49eda9daff8af2b2186f
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05821130

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