Hydrochloric Acid → (6-Amino-2,3-dichlorophenyl)methanol

HRID 614900노트

반응식

HRID 614900 반응식
B.[Cl:2][C:3]1[C:11]([Cl:12])=[C:7]([C:8](O)=[O:9])[C:6]([NH2:13])=[CH:5][CH:4]=1.Cl>O1CCCC1>[NH2:13][C:6]1[C:7]([CH2:8][OH:9])=[C:11]([Cl:12])[C:3]([Cl:2])=[CH:4][CH:5]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 121045466-Amino-2,3-dichlorobenzoic acid

생성물 1

HCID 14998901(6-Amino-2,3-dichlorophenyl)methanol수율 76%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of borane (0.55 mol) in 550 ml of tetrahydrofuran was slowly added, over a period of 1 hour, to a solution of 5,6-dichloroanthranilic acid (44.5 g, 0.216 mol) in tetrahydrofuran (1200 ml). The solution was heated at reflux for 18 hours, cooled and treated slowly with 550 ml of 1N HCl. The tetrahydrofuran was removed in vacuo at 30° and the aqueous mixture was washed with ether and then made basic with concentrated NH4OH. The resulting solid was extracted with ether, dried (K2CO3) and the solvent was evaporated to leave 31.5 g. (76%) of the title compound as light pinkish needles, m.p. 133.5°-135°. An analytical sample was prepared by recrystallization from benzene; white needles, m.p. 134°-135.5°.

후처리

  1. temperatureThe solution was heated
  2. temperatureat reflux for 18 hours
  3. temperaturecooled
  4. customThe tetrahydrofuran was removed in vacuo at 30°
  5. washthe aqueous mixture was washed with ether
  6. extractionThe resulting solid was extracted with ether
  7. dry with materialdried (K2CO3)
  8. customthe solvent was evaporated
  9. customto leave 31.5 g

출처 및 근거

ORD 기록
ord-8b3969a9c4c349379f2187311877c752
출처 데이터셋
uspto-grants-1979_03
특허 번호
US04146718

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