Hydrochloric Acid → HCID 13564461, 화합물

HRID 1284556노트

반응식

HRID 1284556 반응식
[OH:1][C:2]1[C:11]([CH:12]=O)=[C:6]2[CH2:7][CH2:8][CH2:9][O:10][C:5]2=[CH:4][CH:3]=1.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:23])[CH3:22])=[CH:17][CH:16]=1.[BH4-].[Na+].Cl>CO.O>[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:11]=1[CH2:12][NH:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:23])[CH3:22])=[CH:17][CH:16]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7468p-AminoacetophenoneHCID 4311764Sodium borohydrideHCID 13564460HCID 13564460, 화합물

생성물 1

HCID 13564461HCID 13564461, 화합물수율 76.6%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매

실험 절차

A mixture of 6-hydroxy-3,4-dihydrobenzopyran-5- carboxaldehyde (308 mg, 1.73 mmol) and p-aminoacetophenone (236 mg, 1.73 mmol) in methanol (8 mL) was heated at reflux for one hour. The mixture was cooled to 15° at which time the intermediate Schiff's base crystallized. After filtration and drying a light orange product (221 mg, 43.3%) was obtained. This material was suspended in methanol (8 mL) and sodium borohydride (28 mg, 0.74 mmol) was added. After stirring at room temperature for ten minutes the mixture was poured into water (75 mL) and the resulting suspension neutralized (pH=7) with 2.5 N HCl. The product was collected by filtration and dried to afford 6-hydroxy-5-(4-acetylphenyl) aminomethyl-3,4-dihydrobenzopyran (170 mg, 76.6%), m.p. 213°-215° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for one hour
  3. customcrystallized
  4. filtrationAfter filtration
  5. dry with materialdrying a light orange product (221 mg, 43.3%)
  6. customwas obtained
  7. filtrationThe product was collected by filtration
  8. customdried

출처 및 근거

ORD 기록
ord-ad898f76f63a442397332ef8aa866be5
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04563476

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