Water → 1'-Benzyl-6-bromo-4-hydroxy-spiro[chromane-2,4'-piperidine]

HRID 518153노트

반응식

HRID 518153 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([CH2:22][C:21](=[O:23])[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([Br:24])[CH:19]=3)[O:14]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].O>CO>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([CH2:22][CH:21]([OH:23])[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([Br:24])[CH:19]=3)[O:14]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 128879551'-Benzyl-6-bromospiro[chroman-2,4'-piperidin]-4-one

생성물 1

HCID 529521961'-Benzyl-6-bromo-4-hydroxy-spiro[chromane-2,4'-piperidine]수율 99.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 1′-benzyl-6-bromo-spiro[chromane-2,4′-piperidine]-4-one (3.0 g, 7.8 mmol) and NaBH4 (1.47 g, 38.75 mmol) in MeOH (20 ml) was stirred at RT. After 3 h, the solution was poured into water and the product was extracted with DCM (50 ml). The organic phase was dried over Na2SO4, filtered and evaporated under vacuum to give 1′-benzyl-6-bromo-4-hydroxy-spiro[chromane-2,4′-piperidine] (3.0 g) as a light yellow solid.

후처리

  1. extractionthe product was extracted with DCM (50 ml)
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-afd1b3c9b1cd4c1d8e925b055f3fc7e5
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115148B2

반응 노트

불러오는 중…