Ethyl chloroformate → 2-[4-(4-Chlorophenoxy)-phenoxy]-propanol

HRID 2072325ノート

反応式

HRID 2072325 の反応式
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:18]=[CH:17][C:10]([O:11][CH:12]([CH3:16])[C:13](O)=[O:14])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C(OC(Cl)=O)C.ClC1C=CC(OC2C=CC(OCCC(=O)OC(=O)OCC)=CC=2)=CC=1.[BH4-].[Na+]>O.C1COCC1.C(N(CC)CC)C>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:18]=[CH:17][C:10]([O:11][CH:12]([CH3:16])[CH2:13][OH:14])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 10928Ethyl chloroformateHCID 64928ClofopHCID 4311764Sodium borohydrideHCID 214080701-[4-(4-Chlorophenoxy)-phenoxy]-4,6-dioxa-octane-3,5-dione

生成物 1

HCID 128048842-[4-(4-Chlorophenoxy)-phenoxy]-propanol

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8471Triethylamine溶媒

反応条件

温度
-10 °C

実験手順

13.8 ml. of triethylamine are added, at 10° C., to a solution of 29.25 g. of 2-[4-(4-chlorophenoxy)-phenoxy]-propionic acid in 200 ml. of THF. The mixture is cooled to -10° C., a solution of 9.8 ml. of chloroformic acid ethyl ester in 60 ml, of THF is added dropwise and the mixture is stirred for 1 hour at -10° C. The solution contains 1-[4-(4-chlorophenoxy)-phenoxy]-4,6-dioxa-octane-3,5-dione, which is not isolated. 7.4 g. of NaBH4 are then introduced in portions. The mixture is stirred for 30 minutes at -10° C. and for 30 minutes at 0° C., poured into water and extracted with chloroform. After evaporation of the extract, the residue is boiled for 1 hour with 200 ml. of 6% ethanolic potassium hydroxide solution, the mixture is evaporated and worked up with water and ether to give 2-[4-(4-chlorophenoxy)-phenoxy]-propanol.

後処理

  1. customis not isolated
  2. stirringThe mixture is stirred for 30 minutes at -10° C. and for 30 minutes at 0° C.
  3. extractionextracted with chloroform
  4. customAfter evaporation of the extract
  5. waitthe residue is boiled for 1 hour with 200 ml
  6. customof 6% ethanolic potassium hydroxide solution, the mixture is evaporated

出典と根拠

ORDレコード
ord-63370db10b934f7f87837effbdc87571
出典データセット
uspto-grants-1977_09
特許番号
US04051173

反応ノート

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