Boric Acid → 1-Chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol

HRID 1439769노트

반응식

HRID 1439769 반응식
[Cl:1][CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([N+]([O-])=O)=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)([OH:6])[CH3:5].N([O-])=O.[Na+].B(O)(O)O.[FH:30]>O>[Cl:1][CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([F:30])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)([OH:6])[CH3:5]

참가 물질

6

반응물 4

HCID 7628Boric AcidHCID 14917Hydrofluoric AcidHCID 213964881-Chloro-3-(4'-nitro-4-biphenylyl)-butan-3-olHCID 23668193Sodium Nitrite

생성물 1

HCID 203028961-Chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3 ml. of concentrated hydrochloric acid are added, at 0°, to 2.78 g. of 1-chloro-3-(4'-amino-4-biphenylyl)-butan-3-ol [which can be obtained by nitrating 1-chloro-3-(4-biphenylyl)-butan- 3-ol and reducing the resulting 1-chloro-3-(4'-nitro-4-biphenylyl)-butan-3-ol] and a solution of 1.4 g. of NaNO2 in 6 ml. of water is then added at 0°, while stirring. After adding a solution of 0.7 g. of boric acid in 1.5 g. of 60% hydrofluoric acid, the mixture is stirred for 40 minutes and filtered and the product is washed with water, methanol and ether and dried and the resulting diazonium fluoborate is heated to about 150° until decomposition is complete to give 1-chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol, m.p. 78° - 79°.

후처리

  1. additionAfter adding a solution of 0.7 g
  2. filtrationfiltered
  3. washthe product is washed with water, methanol and ether
  4. customdried
  5. temperaturethe resulting diazonium fluoborate is heated to about 150° until decomposition

출처 및 근거

ORD 기록
ord-339ba7dc436447d89ca8b8b2ae379615
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04060633

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