Pyridine → HCID 14039202、化合物

HRID 2068497ノート

反応式

HRID 2068497 の反応式
[CH3:1][C:2]([OH:16])([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)[CH3:3].N1C=CC=CC=1.[C:23]1([O:29][C:30](Cl)=[O:31])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(Cl)Cl>[C:30](=[O:31])([O:29][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[O:16][C:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)([CH3:1])[CH3:3]

参加物

5

反応物 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 118654[1,1'-Biphenyl]-4-methanol, .alpha.,.alpha.-dimethyl-

生成物 1

HCID 14039202HCID 14039202、化合物収率 66.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
0 °C

実験手順

To a solution of 2-(4-biphenyl)-2-propanol (53 g, 250 mmol) in dry CH2Cl2 (250.0 mL) was added pyridine (24.6 mL, 305 mmol) and phenylchloroformate (35.0 mL, 280 mmol) in CH2Cl2 (125.0 mL) at −5° C. After addition forms a thick precipitate, which, after the reaction mixture is allowed to stand overnight at 0° C. is mostly dissolved. The mixture is poured onto ice and diluted with CH2Cl2 (1000 mL). The organic phase is separated and washed three times with cold water. After drying over Na2SO4 the organic layer is evaporated at reduced pressure at a bath temp of <30° C. The crystalline residue is dissolved in diethyl ether (1000 mL) and the solution is then concentrated with a stream of nitrogen at atmospheric pressure at bath temperature of 60° C. to approximately 200 mL and then rapidly cooled to 0° C. to produce a pure crystalline product 55.0 g (66% yield).

後処理

  1. additionAfter addition forms a thick precipitate, which
  2. dissolutionis mostly dissolved
  3. additionThe mixture is poured onto ice
  4. customThe organic phase is separated
  5. washwashed three times with cold water
  6. dry with materialAfter drying over Na2SO4 the organic layer
  7. customis evaporated at reduced pressure at a bath temp of <30° C
  8. dissolutionThe crystalline residue is dissolved in diethyl ether (1000 mL)
  9. concentrationthe solution is then concentrated with a stream of nitrogen at atmospheric pressure at bath temperature of 60° C. to approximately 200 mL

出典と根拠

ORDレコード
ord-4b5b08b1a56945a5a4e3460c0f730aeb
出典データセット
uspto-grants-2012_10
特許番号
US08299051B2

反応ノート

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