Triethylamine → 6-(4-Isocyanatophenoxy)-hexanoic acid methyl ester

HRID 501840

反応式

HRID 501840 の反応式
[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=1.C(N(CC)CC)C.Cl[C:26](Cl)([O:28]C(=O)OC(Cl)(Cl)Cl)Cl>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]=[C:26]=[O:28])=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 146502966-(4-Aminophenoxy)-hexanoic acid methyl ester

生成物 1

HCID 497644906-(4-Isocyanatophenoxy)-hexanoic acid methyl ester収率 72.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
75 °C

実験手順

To 6-(4-aminophenoxy)-hexanoic acid methyl ester 17 (26 g, 109.7 mmol) and triethylamine (29.2 g, 288.56 mmol) in toluene (390 ml) under nitrogen atmosphere was added triphosgene (15.6 g, 52.56 mmol) in one lot. The reaction was exothermic and internal temperature rose to 60° C. Later the reaction mixture was heated to 75° C. over a period of one hour and maintained at this temperature for 26 hours. The reaction mixture was cooled to room temperature, the solids filtered off, and toluene distilled off under vacuum to get crude 18, which was vacuum distilled to get pure 18 (10 g, 34.7%) with an m.p between 47-50° C.

後処理

  1. customrose to 60° C
  2. temperaturemaintained at this temperature for 26 hours
  3. temperatureThe reaction mixture was cooled to room temperature
  4. filtrationthe solids filtered off
  5. distillationtoluene distilled off under vacuum
  6. customto get crude 18, which
  7. distillationdistilled

出典と根拠

ORDレコード
ord-2d09cca45e6f4f28b69347eb1264a54d
出典データセット
uspto-grants-2010_08
特許番号
US07772352B2

関連ノート

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