Hydrochloric Acid → 4'-Cyano-6-methyl-biphenyl-3-carboxylic acid

HRID 1890248

반응식

HRID 1890248 반응식
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:12]2[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][CH:13]=2)[C:8]([CH3:11])=[CH:9][CH:10]=1)=[O:4].[OH-].[Na+].Cl>O1CCOCC1.O>[C:18]([C:15]1[CH:16]=[CH:17][C:12]([C:7]2[C:8]([CH3:11])=[CH:9][CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=2)=[CH:13][CH:14]=1)#[N:19]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 594367074'-Cyano-6-methyl-biphenyl-3-carboxylic acid methyl ester

생성물 1

HCID 594367094'-Cyano-6-methyl-biphenyl-3-carboxylic acid

시약·촉매·용매 1

HCID 218864351,4-Dioxane--water (1/1)용매

실험 절차

To a solution of 4′-cyano-6-methyl-biphenyl-3-carboxylic acid methyl ester 2 (2.56 g, 10.3 mmol) in 1,4-dioxane-H2O (1:1 mixture, 20 ml) is added NaOH (1.22 g, 30.2 mmol)). The reaction is stirred at ambient temperature for 24 hours. To this mixture is added aqueous HCl (1 N, 36 ml) and it is then extracted with ethyl acetate (40 ml×3). The organic layers are combined, dried over anhydrous Na2SO4. The solver is removed. The solid obtained is washed with small amount of acetonitrile and air dried to give 4′-cyano-6-methyl-biphenyl-3-carboxylic acid 3: 1H NMR (DMSO-d6) δ 7.94 (d, 2H, J=8.0 Hz), 7.84 (dd, 1H, J1=8.4 Hz, J2=1.2 Hz), 7.75 (d, 1H, J=1.2 Hz), 7.61 (d, 2H, J=8.0 Hz), 7.48 (d, 1H, J=8.4 Hz), 2.29 (s, 3H); LC-MS m/z 238.1 (M+1).

후처리

  1. extractionis then extracted with ethyl acetate (40 ml×3)
  2. dry with materialdried over anhydrous Na2SO4
  3. customThe solver is removed
  4. customThe solid obtained
  5. washis washed with small amount of acetonitrile and air
  6. customdried

출처 및 근거

ORD 기록
ord-3f7ac7a1fa5b40d4be69ebd05a309c5d
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507471B2

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