Sodium Hydroxide → 1-Phenylindole-3-acetic acid

HRID 863546노트

반응식

HRID 863546 반응식
[C:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH2:16][C:17]([O:19]CC)=[O:18])=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH2:16][C:17]([OH:19])=[O:18])=[CH:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 53656737Ethyl 1-phenylindole-3-acetate

생성물 1

HCID 196961141-Phenylindole-3-acetic acid수율 98.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 6.3 g (22.6 mmol) of ethyl 1-phenylindole-3-acetate in 20 ml of ethanol was treated with 20 ml (40 mmol) of 2M sodium hydroxide solution and left at room temperature for 17 hours. Ethanol was removed under reduced pressure and the aqueous solution was washed with two 20 ml portions of diethyl ether. The aqueous phase was acidified with concentrated hydrochloric acid and the suspension obtained was stored at 0° C. for 2 hours. The suspension was filtered and the solid was crystallized from methanol/water (2:1) to give 5.6 g 1-phenylindole-3-acetic acid as a blue-grey solid of melting point 131°-135° C.

후처리

  1. customEthanol was removed under reduced pressure
  2. washthe aqueous solution was washed with two 20 ml portions of diethyl ether
  3. customthe suspension obtained
  4. waitwas stored at 0° C. for 2 hours
  5. filtrationThe suspension was filtered
  6. customthe solid was crystallized from methanol/water (2:1)

출처 및 근거

ORD 기록
ord-526418cf1e1d45c1b56d422a78e3b759
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05721230

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