Hydrochloric Acid → 2-Chloro-3-(cyanomethyl)benzoic acid

HRID 446370노트

반응식

HRID 446370 반응식
Br[CH2:2][C:3]1[C:4]([Cl:12])=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7].[C-:13]#[N:14].[K+].Cl.C#N>CN(C=O)C.O>[Cl:12][C:4]1[C:3]([CH2:2][C:13]#[N:14])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 768Hydrogen CyanideHCID 9032Potassium CyanideHCID 202214903-(Bromomethyl)-2-chlorobenzoic acid

생성물 1

HCID 579893812-Chloro-3-(cyanomethyl)benzoic acid

시약·촉매·용매 2

HCID 962Water용매2회HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-(bromomethyl)-2-chlorobenzoic acid [Aromatic Intermediate 11, step a] (13.2 g) in DMF (150 mL) was treated with a solution of potassium cyanide (7.23 g) in water (50 mL) and the resulting solution was stirred at room temperature overnight. The mixture was diluted with water (200 mL) and carefully acidified with concentrated hydrochloric acid (25 mL), venting any liberated HCN through bleach solution via a stream of nitrogen. After being stirred for 2 hours, the aqueous phase was extracted with ethyl acetate (3×250 mL). The combined organic phases were washed with water (3×250 mL) and brine (250 mL), dried over magnesium sulphate, filtered and evaporated to give the subtitled, compound as a white solid. Yield 10.3 g.

후처리

  1. stirringAfter being stirred for 2 hours
  2. extractionthe aqueous phase was extracted with ethyl acetate (3×250 mL)
  3. washThe combined organic phases were washed with water (3×250 mL) and brine (250 mL)
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. customevaporated
  7. customto give the

출처 및 근거

ORD 기록
ord-12c57a74242848ebba9cc1364ce769e6
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476265B2

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