Water → 2-(4-Bromophenyl)-5-chloro-pentanoic acid

HRID 220198노트

반응식

HRID 220198 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:11][CH2:12][CH2:13][Cl:14])[C:9]#N)=[CH:4][CH:3]=1.[OH:15]S(O)(=O)=O.[OH2:20]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:11][CH2:12][CH2:13][Cl:14])[C:9]([OH:15])=[O:20])=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 962Water2회HCID 1118Sulfuric AcidHCID 592383202-(4-Bromophenyl)-5-chloropentane nitrile

생성물 1

HCID 592382802-(4-Bromophenyl)-5-chloro-pentanoic acid수율 90%

실험 절차

The 2-(4-bromophenyl)-5-chloropentane nitrile (4 g, 14.7 mmol) was hydrolyzed by refluxing for 12 h with a 3:5:3 mixture of concentrated H2SO4, glacial acietic acid, and water (33 mL). The reaction mixture was cooled to room temperature, diluted with water, and extracted with CHCl3. The organic layer was washed with brine (3 times), then dried with MgSO4, the solution was evaporated to dryness under reduced pressure, giving an oil (3.8 g, 90%). MS: calc'd 290 (MH+), exp 290 (MH+). 1H NMR (400 MHz, CDCl3), 7.46-7.56 (2H), 7.10-7.20 (2H), 3.84 (1H), 3.52 (3H), 1.60-2.20 (4H).

후처리

  1. extractionextracted with CHCl3
  2. washThe organic layer was washed with brine (3 times)
  3. dry with materialdried with MgSO4
  4. customthe solution was evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-463fb7c47aeb43a89b92ee4f6a7f8cdc
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202866B2

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