Ammonium Chloride → (5-Amino-2-chlorophenyl)methanol

HRID 1757615

反応式

HRID 1757615 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7](O)=[O:8].[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[NH4+]>>[Cl:11][C:5]1[CH:4]=[CH:3][C:2]([NH2:1])=[CH:10][C:6]=1[CH2:7][OH:8]

参加物

4

反応物 3

HCID 25517Ammonium ChlorideHCID 378795-Amino-2-chlorobenzoic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 13567962(5-Amino-2-chlorophenyl)methanol収率 52.7%

実験手順

Under an inert atmosphere, 300 g of lithium aluminum hydride is provided in3 1 of tetrahydrofuran at 0° C. and treated in portions with 500 g of 5-amino-2-chlorobenzoic acid (industrial, 85%). Thereafter the reactionmixture is heated slowly to room temperature and stirred over night at thistemperature. For further processing the reaction mixture is cooled to 0° C. and the excessive lithium aluminum hydride is carefuly decomposed with saturated ammonium chloride solution. Thereafter the organic phase is separated from the deposit and this deposit is washed several times with acetic ester and methylene chloride. The united organicphases are washed neutral with saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo. A yield of 242 g of crude 2-chloro-5-aminobenzyl alcohol is obtained the purity of which is adequatefor subsequent reactions.

後処理

  1. temperatureFor further processing the reaction mixture is cooled to 0° C.
  2. customThereafter the organic phase is separated from the deposit
  3. washthis deposit is washed several times with acetic ester and methylene chloride
  4. washThe united organicphases are washed neutral with saturated sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-25836c3d65d3467fa59597290e7f0e94
出典データセット
uspto-grants-1995_08
特許番号
US05446178

関連ノート

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