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

HRID 399379

反応式

HRID 399379 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7858Allyl Alcohol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-13469415dbce49eda9daff8af2b2186f
出典データセット
uspto-grants-1998_10
特許番号
US05821130

関連ノート

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