Allyl Alcohol → Benzoic acid, 4-(hydroxymethyl)-3-nitro-, 2-propenyl ester

HRID 1006647ノート

反応式

HRID 1006647 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].[CH2:15](O)[CH:16]=[CH2:17]>>[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:9][CH2:17][CH:16]=[CH2:15])=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13]

参加物

3

反応物 2

HCID 7858Allyl AlcoholHCID 15018924-Hydroxymethyl-3-nitrobenzoic acid

生成物 1

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

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-toluensesulfonic 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-52237e93909a4cc8b322c8dce251e7f4
出典データセット
uspto-grants-2004_09
特許番号
US06790965B1

反応ノート

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