Ammonium formate → Methyl 3-cyclopentyloxy-4-hydroxybenzoate

HRID 356936노트

반응식

HRID 356936 반응식
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=2[O:17]CC2C=CC=CC=2)[C:10]([O:12][CH3:13])=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1.C([O-])=O.[NH4+]>CO.[Pd]>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=2[OH:17])[C:10]([O:12][CH3:13])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5]1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 21187943Methyl 3-cyclopentyloxy-4-benzyloxybenzoate

생성물 1

HCID 21187838Methyl 3-cyclopentyloxy-4-hydroxybenzoate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A solution of methyl 3-cyclopentyloxy-4-benzyloxybenzoate (2.64 g; that is prepared as described in Reference Example 39) in methanol (120 mL) is treated with palladium on charcoal (5%,0.5 g) and ammonium formate (2.0 g) and heated at reflux for 45 minutes. The catalyst is filtered off through a pad of diatomaceous earth and washed with methanol. The filtrate and washings are evaporated under reduced pressure, and the resulting residue is subjected to flash chromatography on silica gel using a mixture of diethyl ether and pentane 1:1 v/v), to give methyl 3-cyclopentyloxy-4-hydroxybenzoate (1.8 g), in the form of a cream solid, m.p. 73°-75° C.

후처리

  1. customthat is prepared
  2. temperatureheated
  3. temperatureat reflux for 45 minutes
  4. filtrationThe catalyst is filtered off through a pad of diatomaceous earth
  5. washwashed with methanol
  6. customThe filtrate and washings are evaporated under reduced pressure
  7. additiona mixture of diethyl ether and pentane 1:1 v/v),

출처 및 근거

ORD 기록
ord-dea66083f8c64dbfa58026b0410d5168
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840724

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