Potassium Carbonate → tert-Butyl [4-(cyanomethyl)phenoxy]acetate

HRID 1087005노트

반응식

HRID 1087005 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.Br[CH2:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:16]([O:15][C:13]([CH2:12][O:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1)=[O:14])([CH3:19])([CH3:18])[CH3:17]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 265484-Hydroxybenzyl cyanideHCID 79177tert-Butyl bromoacetate

생성물 1

HCID 15036608tert-Butyl [4-(cyanomethyl)phenoxy]acetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 3 g of p-hydroxyphenylacetonitrile, 3.6 ml of t-butyl bromoacetate, 6.5 g of potassium carbonate in 45 ml of dimethylformamide is stirred at room temperature for 16 hours. After dilution with water the product is extracted with ether. The ether layer is washed with 1 N sodium hydroxide, dried over magnesium sulfate and the solvent removed in vacuo to yield p-(t-butoxycarbonylmethoxy)-phenylacetonitrile which is reduced to p-(t-butoxycarbonylmethoxy)-2-phenethylamine with sodium borohydride/cobalt chloride as described for the starting material under a).

후처리

  1. extractionAfter dilution with water the product is extracted with ether
  2. washThe ether layer is washed with 1 N sodium hydroxide
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-dba0003d33434f5dace37f274d1eeb23
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05034381

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