4-Hydroxybenzyl cyanide → HCID 69272293, compound
Reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#[N:8])=[CH:4][CH:3]=1.[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16]Cl>>[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16][O:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#[N:8])=[CH:4][CH:3]=1Participants
3
Procedure
4-Hydroxybenzyl cyanide (4.3 g) and 2-methoxyethoxymethyl chloride (4.1 g) were subjected to reaction in accordance with (production process 1), to thereby produce 4-methoxyethoxymethoxybenzyl cyanide (5.4 g, yield: 75%). The thus-produced 4-methoxyethoxymethoxybenzyl cyanide (2.1 g) and 4-methoxyethoxymethoxybenzaldehyde (2.0 g) produced in the production process for compound 1 were subjected to condensation in accordance with process A of (production process 2), to thereby yield an MEM form of the target product. Subsequently, the protective group was removed from the MEM form in accordance with (production process 3), to thereby produce the target product (1.1 g, yield: 49%).
Sources & evidence
- ORD record
- ord-c2a5ade836ac4d7a8350eae2f11365c5
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07371773B2
Reaction notes
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