Toluene → 4-Isocyanato-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

HRID 501512

反応式

HRID 501512 の反応式
Cl.[NH2:2][C:3]1[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[C:6]([C:13]#[N:14])=[CH:5][CH:4]=1.[C:15]([O-])(O)=[O:16].[Na+].C(Cl)(Cl)=O.C1(C)C=CC=CC=1>C(Cl)Cl>[N:2]([C:3]1[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[C:6]([C:13]#[N:14])=[CH:5][CH:4]=1)=[C:15]=[O:16]

参加物

6

反応物 4

HCID 1140TolueneHCID 6371PhosgeneHCID 516892Sodium BicarbonateHCID 1317269774-Amino-5,6,7,8-tetrahydronaphthalene-1-carbonitrile, hydrochloride salt

生成物 1

HCID 597543044-Isocyanato-5,6,7,8-tetrahydronaphthalene-1-carbonitrile収率 99.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a stirring suspension of compound 2D (0.10 g, 0.48 mmol) and NaHCO3 (0.404 g, 4.80 mmol) in CH2Cl2 (4 mL) cooled to 0° C. was rapidly added a solution of phosgene (20%) in toluene (0.95 mL, 4.32 mmol). After addition, the mixture was stirred at rt for 2 h, then filtered to remove the solid. The filtrate was concentrated under reduced pressure, the resulting solid residue dried under vacuum for 1 h to afford compound 2E (95 mg) as a light yellow solid.

後処理

  1. additionAfter addition
  2. filtrationfiltered
  3. customto remove the solid
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe resulting solid residue dried under vacuum for 1 h

出典と根拠

ORDレコード
ord-d93fd10229394289bffabb38e613fd6d
出典データセット
uspto-grants-2010_08
特許番号
US07772267B2

関連ノート

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