Triethylamine → 2-Chloro-4-(trifluoromethyl)-benzeneacetic acid methyl ester

HRID 1097864ノート

反応式

HRID 1097864 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH2:12][C:13]([OH:15])=[O:14].[CH2:16](N(CC)CC)C.[NH4+].[Cl-]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:16][O:14][C:13](=[O:15])[CH2:12][C:3]1[CH:4]=[CH:5][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][C:2]=1[Cl:1]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 120881852-Chloro-4-trifluoromethylphenylacetic acid

生成物 1

HCID 574740532-Chloro-4-(trifluoromethyl)-benzeneacetic acid methyl ester収率 94.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

2-Chloro-4-(trifluoromethyl)-benzeneacetic acid (3 g) [CAS Reg. No. 601513-26-2] was dissolved in DCM (30 mL) and methyl chloroformiate (1.18 g, 0.97 mL) followed by triethylamine (1.4 g, 1.93 mL) were added drop by drop. To the mixture was added DMAP (0.154 g) and the yellow mixture was allowed to stir for 1 hour at 0° C. A clear solution was obtained. The mixture was diluted with DCM (30 mL) and was poured into sat. NH4Cl solution. The layers were separated and the aqueous phase was further extracted with 2 portions of DCM. The organic layers were washed with brine, dried over Na2SO4 and evaporated to give the title compound (3.0 g) that was used without further purification. NMR (□, CDCl3): 7.6-7.4 (m, 3H); 3.84 (s, 2H); 3.74 (s, 3H).

後処理

  1. additionwere added drop by drop
  2. customA clear solution was obtained
  3. customThe layers were separated
  4. extractionthe aqueous phase was further extracted with 2 portions of DCM
  5. washThe organic layers were washed with brine
  6. dry with materialdried over Na2SO4
  7. customevaporated

出典と根拠

ORDレコード
ord-24a7c95decc248fe8e3d4950ff67b420
出典データセット
uspto-grants-2012_03
特許番号
US08143280B2

反応ノート

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