Carbon Dioxide → HCID 14491966, 화합물

HRID 394464

반응식

HRID 394464 반응식
Cl[CH2:2][C:3]([O-:5])=[O:4].[CH2:6]1O[CH2:7]1.C(Br)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:20](=O)=O>[Pd].C1C=CC=CC=1.C(O)(=O)C>[CH3:20][CH:14]([CH2:13][CH2:12][CH2:11][CH2:10][CH2:6][CH3:7])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:2][C:3]([OH:5])=[O:4]

참가 물질

8

반응물 4

HCID 280Carbon DioxideHCID 6354Ethylene OxideHCID 81731-BromodecaneHCID 518964Chloroacetate

생성물 1

HCID 14491966HCID 14491966, 화합물

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 176Acetic Acid용매HCID 241Benzene용매

실험 절차

See GENERAL PROCEDURE I. Hexyl bromide (compound (1), R═CH3(CH2)5—) is converted to its Grignard reagent with magnesium in dry ether (I, Step (a)). To this is added 5-chloro-2-pentanone (Aldrich C6,2660-3) (I, Step (b)). The reaction mixture is worked up with acetic anhydride (I, Step (c)) to form chloroacetate (3). Acetic acid is eliminated by refluxing (3) in a suitable solvent, e.g., benzene (I, Step (d)) yielding a mixture of chloro-olefin isomers (4) (R═CH3(CH2)5—). (4) is converted to its Grignard reagent following standard practice. (I, Step (e)). The Grignard reagent is treated with ethylene oxide followed by aqueous acidic workup (I, Step (h)), hydrogenation (I, Step (i)), Pd catalyst, and hydrobromination (I, Step (j)). The alkyl bromide (6) (R═CH3(CH2)5—, y=5) is converted to the Grignard reagent with magnesium (1, Step (k)), which is treated with carbon dioxide and aqueous acidic workup (I, Step (1)) to give the product, 7-methyltridecanoic acid, (7).

후처리

  1. customyielding

출처 및 근거

ORD 기록
ord-d5f3fee241d74ddbb9e66f54e16b8d89
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06602845B2

연결된 노트

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